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Team-First Leadership: John Halaby of Harbor Capital on Building Winning Sales Teams17 Sep 202400:26:53

In the latest episode of the Rainmaker Podcast, hosted by Gui Costin, the guest is John Halaby, Executive Vice President and Head of Distribution at Harbor Capital. The episode dives into Halaby’s extensive career in the financial services industry and explores key sales strategies that have helped shape Harbor Capital’s success.

Halaby begins by sharing his personal journey, starting as the son of Haitian immigrants, growing up in Brooklyn, New York, and how his upbringing influenced his career trajectory. He reflects on his 32-plus years of experience in financial distribution, with significant time spent at T. Rowe Price before joining Harbor Capital, where he has led the distribution team for the past five years. Halaby underscores his passion for leadership and growth, explaining how his leadership style fosters a team-first culture built on trust and transparency.

The conversation then shifts to the structure of Harbor Capital's distribution strategy. Halaby describes the firm as a research and due diligence-driven company that partners with boutique managers from around the world. With a growing distribution team, currently numbering 85 members, Harbor Capital leverages the synergy between sales, marketing, and analytics to drive success. Halaby elaborates on the firm’s innovative approach to empowering salespeople by freeing them from tasks that can be handled by marketing and data analytics teams, allowing them to focus on relationship-building and closing deals. This streamlined process, as Halaby notes, is a key part of Harbor Capital’s success in the competitive financial services landscape.

Halaby also provides insights into the firm’s use of data and CRM systems, particularly Salesforce, to enhance productivity and tailor sales strategies to individual clients. The firm’s focus on continuous feedback loops between sales teams and leadership ensures that marketing materials and sales tactics are constantly refined to meet market demands. Halaby emphasizes the importance of communication and transparency at every level of the organization, from weekly sales meetings to executive committee updates.

Finally, Halaby offers advice to young professionals in the industry, stressing the value of building a network of peers who can provide support and challenge one another to excel. The episode concludes with Halaby reflecting on the importance of recruiting and retaining great talent as the foundation of long-term success.

This episode provides valuable insights for sales professionals and leaders, emphasizing the importance of innovation, collaboration, and leadership in building successful sales organizations.

Strategic Growth and Innovation: Damion Hendrickson of AGF Investments on Navigating the U.S. Market03 Sep 202400:35:01

In this episode of The Rainmaker Podcast, host Dan DiDomenico sits down with Damion Hendrickson, Managing Director of AGF Investments’ U.S. business. The conversation delves into the strategic initiatives that Damion has spearheaded since joining the firm, particularly focusing on expanding the firm's presence in the U.S. market. With over 30 years of experience in investment distribution and financial services, Damion brings a wealth of knowledge from his time at Fidelity Investments, BNY Mellon, and HSBC Global Asset Management.

The discussion begins with an introduction to AGF Investments, a 67-year-old Toronto-based firm, and its goal of expanding its reach in the U.S. Damion explains how he has been tasked with accelerating the growth of its U.S. business, particularly through strategic partnerships and enhancing distribution across key intermediary channels. He shares insights on how AGF Investments has adapted its offerings in the U.S. market, shifting toward separately managed accounts (SMAs) and model portfolios while streamlining the firm's fund lineup to focus on one key ETF offering. This shift has allowed the firm to stay competitive in a crowded market and to deliver new investment strategies quickly through strategic partnerships.

Damion highlights the importance of innovation and adaptability in sales and distribution, emphasizing the need to stay ahead of industry trends. He shares his approach to building a collaborative team culture at AGF Investments, where salespeople work together rather than in competition, focusing on understanding client needs and delivering tailored investment solutions. This collaborative approach, combined with a clear strategic direction, has been key to the firm’s success in the U.S. market.

Throughout the episode, Damion offers valuable advice for both seasoned sales leaders and those new to the industry. He stresses the importance of being a student of the business, continuously learning and adapting to changes in the market. He also highlights the value of building strong relationships and leveraging data to enhance sales processes and client interactions.

The episode wraps up with Damion reflecting on the challenges of staying current in a rapidly evolving industry and the importance of finding key partners to drive growth. His insights provide a deep understanding of what it takes to build and lead a successful sales organization in the competitive world of investment management.

Listeners are left with a clear sense of the strategic vision driving AGF Investments' U.S. expansion and the leadership qualities that Damion brings to the table, making this episode a must-listen for anyone involved in sales, distribution, or investment management.

Behind the Scenes of Collaborative Sales Leadership with FS Investments27 Aug 202400:53:04

In this episode of the Rainmaker Podcast, hosted by Gui Costin, we meet two distribution leaders from FS Investments: Kirsten Pickens and Ryan Robertson. Kirsten and Ryan bring decades of experience in the finance industry and currently serve as co-heads of U.S. distribution at FS Investments. They share insights about their roles, their experiences, and the leadership styles that have shaped their careers.

Kirsten, whose background includes national accounts, marketing, investment research, and fund communication, describes her path from working at Vanguard to becoming a managing director at FS Investments. She emphasizes the importance of creating a supportive and inclusive environment, particularly focusing on empowering women in the finance industry. Her passion for mentorship and advocacy for diverse talent in the field comes through as she shares the personal side of her career journey.

Ryan, with his unique background as a former NBA player turned finance professional, discusses how the skills he developed on the basketball court—such as teamwork, competitiveness, and resilience—have translated into his leadership in distribution. Ryan oversees the external and internal sales professionals at FS, driving a consultative approach to sales and encouraging his team to ask the right questions and build strong client relationships.

The conversation also touches on the challenges and rewards of their co-head structure. Both Kirsten and Ryan highlight the importance of collaboration, transparency, and communication in leading a large distribution team. They discuss how they’ve structured their sales processes to be as consultative as possible, ensuring that their team focuses on client value rather than simply pushing products.

One of the key takeaways from the episode is their shared belief in the importance of fostering a culture of accountability and kindness within their team. Both leaders stress the value of clear communication, both within their sales teams and up to the executive committee. They describe their regular biweekly catch-ups and semi-annual business reviews as crucial for maintaining alignment and driving performance.

Finally, Kirsten and Ryan share advice for young professionals entering the finance industry. They emphasize the need to be a student of the business, work hard, and bring energy and passion to their roles. For them, success in the industry comes down to continuous learning, strong relationships, and a relentless focus on delivering value to clients.

This episode offers a rich look into the strategies behind building a successful distribution team and the leadership qualities that foster long-term success.


Mastering Boutique Growth: Mark Clewett on Leading Conestoga Capital Advisors to $8 Billion in Assets08 Oct 202400:38:07

In this episode of the Rainmaker Podcast, guest Mark Clewett, President and Managing Partner of Conestoga Capital Advisors, sits down with host Dan DiDomenico to discuss his career, leadership philosophy, and the growth of his firm. Clewett shares his professional journey, beginning with his education in finance at Penn State and early roles at SEI Investments and Delaware Investments. He reflects on joining Conestoga in 2006 when the firm was relatively small, managing $200 million in assets with a team of just seven people. Over the years, Conestoga grew into an established boutique firm with over $8 billion in assets under management.

Clewett credits much of Conestoga's success to its focus on small- and mid-cap growth equity strategies and its emphasis on long-term, durable relationships. He emphasizes the importance of consistency and quality in client communications, especially when engaging institutional consultants. Clewett also highlights the firm’s niche strategy of concentrating on portfolios of companies with a competitive advantage and sustainable earnings growth, which has positioned Conestoga well within the competitive investment landscape.

The conversation touches on the key role consultants have played in Conestoga’s growth. Initially, Clewett focused on institutional relationships to leverage consultant networks, which helped expand the firm’s reach. Over time, the sales team grew to include dedicated personnel for institutional and advisor relations. Clewett also discusses the importance of a strong internal culture, where all teams—whether investment, client service, or operations—work closely and respect each other’s roles.

Clewett offers practical advice for young professionals and sales leaders, emphasizing the long-term nature of relationship-building and the need to embrace change in career trajectories. He reflects on his personal leadership style, noting that maintaining the firm’s collaborative, respectful culture is a priority as Conestoga grows.

The episode concludes with a discussion about scaling a boutique firm, the challenges of competing with industry giants, and the constant need to elevate marketing materials and communications as the firm expands. Clewett's insights provide a thoughtful roadmap for navigating the complexities of growing and leading a boutique investment firm.

Flexible Leadership and Data-Driven Sales with abrdn’s Steve Dunn20 Aug 202400:44:01

In this episode of the Rainmaker Podcast, host Gui Costin sits down with Steve Dunn, the Head of U.S. Distribution and Exchange Traded Funds at abrdn. The discussion opens with Steve sharing his journey into the financial services industry, noting that like many in distribution, his entry was somewhat accidental. Starting his career at Vanguard, Steve quickly recognized his passion for the client-facing side of the business and the investment aspects that kept him engaged. A pivotal moment early in his career occurred when a client introduced him to the concept of ETFs, sparking his interest and eventually leading him to a long and successful career in the space.

Steve shares an anecdote about how a chance encounter at a conference connected him with iShares, a major player in the ETF market, which became a cornerstone of his career. Despite initial uncertainties, his move to iShares set the stage for nearly 25 years in the ETF business, leading him through roles at major firms like BlackRock, Deutsche, and eventually abrdn.

The conversation transitions into Steve's approach to distribution. He highlights the importance of having a small, nimble team that is versatile and able to cover multiple areas. Rather than working in silos or by territory, Steve emphasizes the need for flexibility in distribution teams, ensuring that the right person is always matched with the right opportunity, regardless of geographical boundaries.

Both Gui and Steve stress the benefits of not channelizing sales, a common practice in many firms. Steve explains that this approach allows his team to focus on client needs rather than rigid territorial rules, creating a more efficient and client-focused operation. He values collaboration and believes that the best results come when everyone works together to capitalize on opportunities.

When discussing leadership, Steve describes his management style as one rooted in transparency, consistency, and compassion. He believes in creating an environment where team members feel supported but also held accountable. Each individual on his team is treated fairly, though not necessarily equally, as Steve tailors his approach to meet the unique needs of each team member. This personalized leadership style fosters trust and encourages his team to take initiative while knowing they have his support.

A key topic in the podcast is the role of data in distribution. Steve points out that while there is an abundance of data available, the challenge lies in extracting actionable insights from it. He mentions that as distribution shifts to being more data-driven, it’s crucial for teams to have the skills to interpret data and apply it effectively to target clients and grow the business. Steve believes that using data effectively will allow smaller teams, like his at Abrdn, to compete and thrive in the market.

Finally, Steve discusses the importance of communication, both within his team and with higher-level executives. He emphasizes constant, clear communication as a critical factor in keeping the team aligned and moving toward common goals, especially in a fast-paced, ever-changing industry like finance.

Inside Global Wealth: Leadership and Strategies with Carlyle's Shane Clifford13 Aug 202400:34:40

In this insightful episode of the Rainmaker Podcast, host Dan DiDomenico sits down with Shane Clifford, the Managing Director and Head of Global Wealth at Carlyle, to explore the intricacies of leading a global wealth business in the evolving financial landscape. The episode begins with an introduction to the podcast's mission—providing listeners with invaluable sales strategies from top industry executives—and a brief introduction to Dakota Marketplace, a comprehensive institutional and intermediary database designed for fundraisers.

Shane Clifford, who brings over two decades of experience in the industry, shares his journey from his beginnings in Limerick, Ireland, to his current role at Carlyle. He details his career path, which includes significant stints at Merrill Lynch, BlackRock, Legg Mason, and Franklin Templeton, highlighting how each experience shaped his approach to business development and strategy, particularly in the alternative assets and financial services sectors.

The conversation delves into Carlyle's current strategic focus under CEO Harvey Schwartz, emphasizing three primary areas: insurance, credit, and wealth. Clifford elaborates on Carlyle's transition from episodic fundraising to a more perpetual, evergreen vehicle approach, discussing the complexities and opportunities this shift presents. He also reflects on his leadership style, emphasizing the importance of personal connections and in-person interactions in building a cohesive and motivated team.

Clifford provides practical advice on managing a global team, noting the challenges of differing market structures and the necessity of a robust CRM system. He stresses the importance of understanding team members' personal and professional motivations to foster a supportive and effective work environment. His leadership philosophy centers on empowering his team and ensuring authenticity in all interactions, particularly with clients.

The episode also addresses the broader industry challenges, such as the low allocation to alternative investments in the U.S. compared to international markets, and the need for continuous education and adaptation in an ever-changing financial landscape. Clifford advocates for a hands-on approach, spending significant time on the road to connect with team members and clients, and highlights the value of hard work and dedication in distinguishing oneself in the industry.

For aspiring professionals, Clifford advises focusing on work ethic and being present in the office to build relationships and gain mentorship. He underscores the importance of activity and engagement in sales roles, encouraging listeners to go the extra mile in their efforts.

The episode concludes with Clifford's reflections on the future of Carlyle and the importance of surrounding oneself with a knowledgeable and diverse team. He shares his enthusiasm for his role and the firm, emphasizing the alignment between personal passion and professional success.


Formula to Success: Innovation and Client Focus with Todd Myers30 Jul 202400:38:18

In the latest Rainmaker Podcast episode, host Gui Costin interviews Todd Myers, the Chief Operating Officer of Private Wealth Solutions at Blackstone. The discussion covers Todd’s impressive career, which spans from his beginnings in investment banking to strategic roles at Merrill Lynch, and ultimately to his position at Blackstone. Todd highlights the importance of discipline, analytical thinking, and client engagement, which have been pivotal throughout his career.

Todd provides insights into Blackstone's success, attributing it to a culture of entrepreneurship and innovation instilled by founders Steve Schwarzman and Pete Peterson. Blackstone’s consistent investment process and team-oriented approach are key to its growth. 

A major focus of the conversation is Blackstone’s Private Wealth Solutions. Launched a decade ago, the private wealth channel now represents approximately a quarter of Blackstone’s $1 trillion in assets under management across Blackstone funds through March 31, 2024. Todd explains that educating financial advisors about alternative investments is crucial. This education helps advisors integrate these investments into client portfolios.

Client-centricity is at the heart of Blackstone’s operations. Todd stresses the importance of understanding and performing for both institutional and individual clients. The firm continuously innovates by creating new products and expanding into new asset classes and geographies to meet evolving client needs.

Communication and data utilization are essential to Blackstone’s success. Todd describes the firm’s structured communication practices, which include regular meetings to ensure alignment among geographically dispersed teams. Blackstone also leverages CRM tools to enhance client engagement and operational efficiency through integrated data intelligence.

Todd’s leadership philosophy emphasizes respect, dignity, and empowering team members. He believes in fostering an environment where ideas win over hierarchy, promoting open debate and valuing every team member’s input. Todd advises young professionals to work hard, stay curious, and seek mentorship to thrive in the financial industry.



Manulife's Winning Sales Formula: Specialist Models and Strategic Communication18 Jun 202400:48:10

In this episode of the Rainmaker Podcast, Gui Costin, Founder and CEO of Dakota, hosts a special discussion featuring Jennifer Lundmark and Alex Catterick from Manulife Investment Management. Jennifer, Head of Institutional Distribution North America, and Alex, Senior Managing Director, Head of Alternative Investment Solutions, bring their extensive experience to the table, making this a unique episode with two guests from the same company.

The episode kicks off with introductions. Jennifer oversees institutional distribution activities, covering both public and private market business development and investor relations. She leads a team focused on providing solutions for institutional investors and has a history with firms like American Realty Advisors and Goldman Sachs. Alex, on the other hand, manages the alternative investment solutions team, focusing on private markets and retail strategies. His background includes significant roles at HSBC, Barclays Wealth Management, and JP Morgan Private Bank.

Gui explores the themes of leadership, communication, and best practices in distribution. Jennifer explains her team’s specialist model in North America, where sales professionals focus on specific asset classes, making them more effective when dealing with specialized asset owners. Alex discusses their generalist-specialist model, leveraging existing distribution channels to provide customized solutions to advisors and clients.

The conversation delves into the importance of communication within sales teams. Jennifer emphasizes her biweekly team meetings and regular one-on-one sessions with direct reports to ensure alignment and address issues. Alex talks about building a global team and the need for consistent messaging and approach across different regions.

A key topic is the integration of alternative investment solutions into existing sales processes. Alex highlights the challenge of selling through consultants and advisors and the importance of tracking and measuring efforts. Jennifer discusses the competitive nature of the institutional market and the need for differentiation through consistent marketing and unique solutions.

The use of CRM systems, particularly Salesforce, is highlighted as crucial for managing relationships and ensuring effective communication. Jennifer shares a best practice of sending call notes to her entire team, fostering collaboration and dialogue. Alex talks about developing a process to make CRM usage more efficient for his team.

Gui asks for advice for young professionals entering the industry. Alex emphasizes the importance of becoming a subject matter expert and being solutions-oriented. Jennifer highlights the value of networking and building relationships within the industry.

The episode concludes with a discussion on challenges. Jennifer points out the difficulty of breaking into a crowded market and the need for differentiation, while Alex discusses the challenge of integrating his team into established distribution processes.

This episode provides valuable insights into the strategies and best practices of distribution leaders in the financial industry, offering practical advice and a deeper understanding of the complexities involved in institutional and wealth management sales.


Voya Investment Management's Data-Driven Success: Troy Chakarun's Blueprint for Sales Leadership11 Jun 202400:32:40

In this episode of the Rainmaker podcast, Gui Costin interviews Troy Chakarun, Managing Director and Head of Private Wealth and Alternative Distribution at Voya Investment Management. Troy discusses his journey from roles at Merrill Lynch and Bank of America to leading sales teams at Voya. He emphasizes the critical role of data in driving sales strategies and introduces his innovative roundtable approach, which enhances market intelligence and builds valuable relationships. Troy also explains Voya’s standardized sales process, the importance of effective communication, and the use of CRM systems to streamline operations. His leadership style, characterized by open communication and teamwork, offers valuable lessons for sales professionals. This episode is a must-listen for anyone looking to excel in sales leadership and data utilization!

Client-First Approach: T.F. Meagher's Success Strategies at Janus Henderson04 Jun 202400:33:59

The podcast episode of The Rainmaker Podcast, hosted by Dan DiDomenico, features TF Meagher, the Head of North America Institutional Distribution at Janus Henderson Investors. The episode provides insights into Meagher’s career, his leadership philosophy, and the strategies he employs at Janus Henderson to drive success in institutional sales.

Meagher begins by sharing his background, mentioning his roots in the Chicago suburbs and his educational journey at the University of Illinois. He highlights his career trajectory, including roles at Aegon Asset Management and UBS before joining Janus Henderson in 2021. At Janus Henderson, he oversees a team of 20 people focused on institutional sales, consultant relations, and client management. He emphasizes the importance of teamwork and the client-first approach, which aligns with the firm’s mission and values under the leadership of CEO Ali Dibadj.

Meagher discusses the sales process at Janus Henderson, noting the importance of being client-centric and the need for his team to be experts in the specific market segments they serve. This expertise allows them to understand and address the unique challenges of their clients, whether they are public pension plans, nonprofits, endowments, foundations, or family offices. He also mentions the balance between strategic and tactical sales plans, emphasizing the need to adapt to the macro-environment and client feedback.

The conversation shifts to the internal communication and management practices within his team. Meagher highlights the use of a CRM system to capture client feedback and track sales activities, despite the general reluctance of salespeople to engage with such systems. He explains how leveraging data from CRM and AI can optimize their sales processes and enhance their ability to meet client needs. Additionally, Meagher stresses the importance of maintaining internal relationships across the organization to ensure efficient operations and client satisfaction.

On leadership, Meagher advocates for a collaborative approach, focusing on team success rather  than  individual  achievements. He underscores the significance  of  staying in front of clients to maintain relevance and passion in the sales field. For young  professionals entering the industry, he advises developing a deep understanding of  investment products, fostering internal relationships, and outworking the competition.

The episode concludes with Meagher’s reflections on the challenges in the current market environment, particularly the need for differentiation and the effective use of data to back up sales strategies. Overall, Meagher’s insights offer valuable lessons on leadership, client  engagement, and the importance of a data-driven approach in institutional sales.

Scaling Success: Madeleine Sinclair's Insights on Leadership and Growth at Blue Owl Capital30 Apr 202400:43:47

Welcome to a detailed summary of the "Rainmaker Podcast" episode featuring Gui Costin and special guest Madeleine Sinclair, hosted by Dakota. In this episode, Gui and Madeleine delve into intricate discussions about sales strategies, team dynamics, leadership, and much more, tailored especially for professionals in sales and distribution roles.

The episode kicks off with Gui Costin, the founder and CEO of Dakota, introducing the podcast's focus on sharing profound insights from leading sales and distribution executives. This session is particularly engaging as it features Madeleine Sinclair, the Head of Distribution for North America at Blue Owl Capital. Madeleine brings a wealth of experience from her previous roles at BlackRock and her comprehensive educational background with an MBA from NYU Stern.

Madeleine begins by providing an overview of Blue Owl Capital, highlighting its growth in the alternative asset management sector and its expansive global presence with offices worldwide. Her personal journey from Kansas City to a leading position in a significant financial firm sketches a narrative of ambition, timely opportunity, and professional evolution.

A significant portion of the conversation is dedicated to discussing the operational structure and sales strategies at Blue Owl. Madeleine outlines the organizational setup across various channels like wirehouses, regional independents, and RIAs. She emphasizes the importance of having a well-integrated team where each member plays a specific role, enhancing overall productivity and effectiveness in reaching and servicing clients.

The sales process at Blue Owl, as Madeleine describes, is underpinned by a dual strategy of deepening relationships with existing clients and expanding the market by onboarding new producers. She mentions the use of "Market Activation Plans" which combine data analysis and strategic outreach to optimize sales efforts and team performance. The dialogue also touches on the importance of leveraging technology and data analytics to streamline processes and enhance decision-making.

Leadership is another key theme addressed in this episode. Madeleine shares her philosophy of being a 'setup leader' who aims to empower her team by aligning their personal goals with the organization's objectives. Her approach emphasizes understanding and supporting her team's individual motivations and potential, fostering a culture of collaboration and collective achievement.

Furthermore, the use of CRM (Customer Relationship Management) tools is discussed in depth. Madeleine compares CRM to the central nervous system of an organization, essential for managing relationships and operational efficiency. She advocates for a strategic use of CRM to not only store information but to actively guide sales strategies and client engagement.

Gui and Madeleine conclude the podcast by discussing the critical role of communication within teams and the executive level. They highlight the importance of maintaining a regular and structured communication cadence to ensure everyone is aligned with the company’s goals and strategies.

Overall, this episode of the Rainmaker Podcast provides invaluable insights into effective sales management, strategic planning, and leadership from a seasoned professional in the field. It serves as a resource for sales professionals looking to refine their strategies and learn from the experiences of industry leaders like Madeleine Sinclair.

Developing Dynamic Sales Teams with Phil Shankweiler at Starwood Capital23 Apr 202400:40:49

In this episode of the Rainmaker Podcast, hosted by Gui Costin, we delve deep into the intricacies of sales strategies and leadership in the financial sector, featuring Phil Shankweiler, Managing Director at Starwood Capital. The episode kicks off with an introduction to Dakota Marketplace, a comprehensive database designed to streamline the fundraising process for investment opportunities.

Phil Shankweiler shares his extensive background in sales and distribution, beginning with his early career at Hartford Funds and his pivotal role during the financial crisis. His journey from managing internal sales to leading significant fundraising initiatives provides a foundation for his current role at Starwood Capital, where he focuses on Private Wealth Solutions. Shankweiler's experience at PLANCO, a dedicated distributor and marketing firm, significantly shaped his approach to sales, emphasizing the power of storytelling in investment value communication.

Throughout the conversation, Shankweiler discusses the evolution of his career and the sales strategies that have stood the test of time. He highlights the importance of aligning sales narratives with client needs and the critical role of resilience in sales. His transition to Starwood Capital marked a strategic move to leverage his expertise in building and managing sales teams focused on the Registered Investment Advisor (RIA) channel.

The podcast explores the characteristics of the RIA channel, which differs markedly from traditional institutional channels due to its unique decision-making processes. Shankweiler outlines the strategic approach necessary for success in this space, including the recruitment and development of talent specifically skilled in investment knowledge and client communication.

Further, the episode delves into the operational strategies at Starwood Capital, where Shankweiler leads a team dedicated to RIA engagement. He discusses the segmentation of markets, the challenges of gaining access to top-tier advisors, and the utilization of events and personal outreach to build relationships and present Starwood’s investment capabilities.

In discussing the sales process, Shankweiler emphasizes the importance of structured communication and regular team meetings to align on goals, strategies, and the nuances of client interactions. He advocates for a comprehensive understanding of the sales funnel from prospecting to closing deals, underscoring the use of CRM tools to enhance efficiency and effectiveness.

The episode concludes with Shankweiler sharing insights on leadership, emphasizing the need for a clear perspective and the ability to simplify complex concepts. His advice to young sales professionals stresses the lifelong commitment to learning and adapting to the evolving landscape of financial services.

This insightful discussion not only sheds light on Shankweiler’s strategic approach to sales and leadership but also provides valuable lessons for sales professionals in any field looking to enhance their effectiveness and impact.

Franklin Templeton on Leveraging Strengths: Key Sales Strategies with Jonathan Kingery16 Apr 202400:31:30

In this enlightening episode of the Rainmaker Podcast, Gui Costin hosts Jonathan Kingery, Senior Vice President and Head of US Wealth Management Sales at Franklin Templeton, offering a deep dive into the strategies that have shaped his successful career in investment sales. Kingery shares his journey from a financial advisor to a leadership role, emphasizing the unconventional paths that can lead to success in the financial industry. His insights are particularly valuable for those in investment sales, as he discusses the importance of adaptability and strategic pivots in one’s career.

Kingery’s approach to leadership and team management is a central theme, focusing on effective communication and the structured use of CRM systems to enhance client relationships and operational efficiency. He stresses how a well-implemented CRM system is not just a tool but a crucial asset that can transform the way a company interacts with its clients and manages internal processes.

For investment sales professionals, Kingery's detailed discussion on the integration of technology in sales processes, and his strategic outlook on team structure and client interaction provide actionable strategies that can be applied to optimize sales performance and client engagement.

This episode is a must-listen for anyone in the field of investment sales looking to gain insights from a seasoned leader on building a successful sales strategy, leveraging technology, and leading a team effectively in the ever-evolving landscape of financial services. Kingery’s experiences and advice offer valuable lessons in enhancing sales techniques and improving team dynamics.

The Blueprint to Long-Term Growth Strategies with Baillie Gifford's Nick Wood09 Apr 202400:27:15

In the latest Rainmaker Podcast episode, Gui Costin, Founder and CEO of Dakota, sits down with Nick Wood from Baillie Gifford, exploring the intricacies of long-term growth investing and the power of the partnership model. Costin and Wood dive into the challenges faced in fundraising, emphasizing the podcast's aim to shed light on best practices and insights in a sector lacking public guidance.

Wood shares insights into Baillie Gifford's ethos, a firm with a century-long legacy prioritizing innovative businesses poised for societal impact and significant returns. With $290 billion in AUM, Baillie Gifford's global footprint and commitment to long-term investments underline its success, especially in the U.S. market.

The discussion further unravels the nuances of Baillie Gifford's team dynamics, client engagement strategies, and the unique benefits of its partnership structure, fostering stability and a shared long-term vision. Wood's leadership philosophy, emphasizing support, work-life balance, and the nurturing of strategic client partnerships, showcases the human element pivotal in finance.

The episode is a testament to Baillie Gifford’s dedication to innovation and client-centric investment strategies. Listeners gain a comprehensive understanding of the strategic pillars that guide Baillie Gifford, making it a compelling episode for those interested in the intersection of investment wisdom and visionary leadership.

T. Rowe Price's Strategy Unveiled: Doug Keller on Driving Sales Success and Team Synergy02 Apr 202400:37:58

In this insightful episode of The Rainmaker Podcast, host Gui Costin is joined by Doug Keller, Head of Alternative Investments at T. Rowe Price. With a rich background in the financial advisory world, shared by both his parents and himself, Keller brings a wealth of experience from his tenure at reputable institutions like Blue Owl, Pantheon Ventures, and Bank of America Merrill Lynch.

This conversation delves into Keller's personal journey, revealing his early life's influence on his career. Growing up in a family deeply entrenched in financial advisement, his transition from a collegiate baseball pitcher to a prominent figure in alternative investments seems almost predestined. Keller's narrative is not just a story of professional success but a testament to the power of long-term relationships and personal growth.

The dialogue shifts focus to the importance of teamwork and leadership in the context of sales and investment. Keller's approach to leadership—emphasizing team orientation, individual support, and a strategic balance between generalists and specialists—highlights the critical role of collaborative efforts in achieving sales goals. This approach is particularly evident in T. Rowe Price's management of its extensive portfolio, which necessitates a nuanced understanding of market demands and client needs.

Keller's insights into the sales process are both practical and strategic, offering listeners a glimpse into the complexities of fund distribution and the importance of aligning sales activities with overarching business objectives. His emphasis on leveraging Customer Relationship Management (CRM) tools underscores the technological backbone supporting modern sales strategies, facilitating precise tracking and efficient management of sales activities.

Moreover, Keller's leadership philosophy is profoundly human-centric, focusing on empowerment, accountability, and the recognition of individual contributions. His belief in transparent communication and setting realistic expectations serves as a guiding principle for nurturing a productive and motivated sales force.

This episode not only provides a deep dive into the mechanics of sales and distribution in the investment world but also celebrates the human elements that drive success in this field. Listeners will come away with a richer understanding of the strategies that underpin effective sales leadership, the challenges of managing a diverse portfolio, and the personal qualities that distinguish exceptional leaders in the competitive landscape of investment management.

Through Keller's experiences and perspectives, The Rainmaker Podcast once again affirms its commitment to offering valuable insights to sales professionals, enriching their understanding of the industry's dynamics and equipping them with the knowledge to navigate their careers with confidence and strategic acumen.


Fundraising strategy breakdown: Quantitative by the Numbers and Qualitative with Emotional Intelligence20 Mar 202400:34:44

In the Rainmaker Podcast episode hosted by Gui Costin, the spotlight was on Lisa Harrow-Chodock, a distinguished figure in the realm of institutional capital fundraising. With a rich background that spans roles at Comvest Partners, Triago, Och-Ziff, and Duff & Phelps, Lisa brings an impressive two decades of experience in the alternative asset industry to the table. She is currently the Managing Director at Lateral Investment Management, where she plays a pivotal role in capital raising for the firm.

The episode kicked off with an introduction to Dakota Marketplace, underscoring its utility in streamlining the fundraising process for fundraisers by providing a unified platform to access a comprehensive database of institutional and intermediate investment opportunities. This tool is presented as a solution to the challenges of managing multiple databases and channels in the search for the right investment opportunities.

Lisa delved into her journey, starting from her initial foray into the finance world, focusing on illiquid valuation work, and evolving into a career centered around capital raising. She highlighted her focus on the U.S. lower middle market across various sectors such as buyout growth equity, venture, and secondaries. Lisa's passion for her work shines through as she talks about her love for the intricacies of fundraising and her success in executing over 30 mandates.

Residing in Rhinebeck with her family, Lisa provides insights into her personal life while also detailing her professional ethos at Lateral Investment Management. She emphasizes the firm's focus on the U.S. lower middle market, targeting companies with substantial EBITDA and aiming to be the first institutional capital in businesses poised for growth, particularly in technology and business services.

The conversation transitions to Lisa's sales philosophy, where she advocates for building genuine relationships with investors rather than traditional selling tactics. She describes her approach as a meticulous process of understanding an investor's needs and matching them with appropriate investment opportunities, akin to a matchmaking process in private equity.

Lisa's narrative extends to the importance of being organized and prepared, sharing techniques that ensure consistent follow-up and engagement with potential investors. She underscores the significance of personal interaction, preferring direct phone calls over mass emailing for establishing initial contact.

The podcast also touches on Lisa's strategy for navigating the vast landscape of LP (Limited Partners) in the U.S., advocating for a targeted approach that focuses on core LPs actively allocating capital. She shares insights on the nuances of effective fundraising, including the strategic use of personalization in communication to stand out and resonate with potential investors.

Lisa’s narrative concludes with a profound piece of advice for newcomers in the industry: to persevere and maintain a strong resolve despite the challenges inherent in investment sales. Her journey and insights not only shed light on the art and science of fundraising but also serve as an inspiration for sales professionals seeking to excel in the dynamic world of institutional capital raising.


Navigating the World of Alternative Investments: Insights from Mark Allan of New Republic Partners25 Sep 202400:29:32

In this episode of the Rainmaker Podcast, host Gui Costin, CEO and Founder of Dakota, interviews Mark Allan, Managing Director at New Republic Partners, about the intricacies of alternative investments and the growing demands within the private fund space. Allan, who has a deep background in hedge funds and alternative assets, shares insights into his career trajectory, starting from equities trading to eventually transitioning into the family office and RIA (Registered Investment Advisor) space.

The discussion begins by setting the stage for the massive expansion of private fund managers across various asset classes, including credit, equity, real estate, and infrastructure. Allan explains that this growth has led to a significant increase in family offices, which has made managing the overwhelming number of investment opportunities more complex. He emphasizes the need for professional guidance to help navigate this vast landscape, especially for RIAs and family offices that may lack the internal resources to handle such complexities.

Throughout the episode, Allan offers a detailed account of his professional journey, highlighting his time at Ridgecrest Partners, Clovis Capital, and Scopia Capital, before ultimately landing at New Republic Partners. His background in managing risk, overseeing trading, and working closely with business development provides a strong foundation for his current role, where he focuses on offering alternative investment solutions tailored to specific client needs.

A central theme of the conversation is the growing importance of alternative investments in modern portfolios. Allan discusses how New Republic Partners aims to fill a gap in the market by offering middle-market and lower-middle-market managers to provide diversified solutions. He also addresses the operational challenges of managing such investments, including capital calls, liquidity, and the complexities of subscription documents.

The episode wraps up with Allan reflecting on his leadership style, characterized by optimism, collaboration, and a focus on creating value for clients. He shares advice for young professionals entering the investment space, encouraging them to take risks, ask questions, and be open to learning through experience. Allan's final thoughts center on the importance of time management and the need to stay adaptable in an ever-evolving industry.

For sales professionals and investment leaders, this episode offers valuable insights into the world of alternative investments and highlights the need for thoughtful, diversified strategies in today’s fast-paced market.

Elevating Private Wealth Strategies with Hamilton Lane's Steve Brennan29 Feb 202400:40:11

In this Rainmaker Podcast episode, Gui Costin and Steve Brennan, from Hamilton Lane, delve into the evolving dynamics of sales within the investment management industry, focusing particularly on the private markets sector. Steve shares his extensive journey, starting in the operations department at the Bank of New York, progressing through relationship management at Goldman Sachs, and eventually leading Hamilton Lane's global private wealth solutions. His insights into the transition from institutional to private wealth clients highlight the nuanced approach required in sales strategies, emphasizing the importance of education and understanding client needs.

Steve discusses the critical aspects of building a successful sales team, including the importance of recruitment, training, and retention, focusing on the significance of product and market knowledge. The conversation also explores the strategic direction of Hamilton Lane, particularly the firm's efforts to introduce private market solutions to the private wealth sector. Steve points out the challenges and opportunities this expansion presents, including the need to adapt sales approaches to meet the sophisticated demands of private wealth clients.

Furthermore, Steve emphasizes the growing importance of technology and digital platforms in sales strategies, suggesting that innovation, coupled with traditional relationship-building, will be key to future success in the industry. The episode provides a comprehensive look at the sales landscape in investment management, offering valuable lessons for professionals seeking to navigate the complexities of selling investment solutions, especially in the private markets.

Listeners are given a rare glimpse into the strategic thinking behind Hamilton Lane's success in engaging both institutional and private wealth clients, underscored by Steve's belief in the power of education, tailored sales strategies, and the art of relationship building. The discussion serves as a testament to the evolving nature of sales in the investment management sector, highlighting the need for adaptability, strategic foresight, and a deep understanding of client needs.


Leading By Example with Bridge Investment Group’s Pete LaMassa22 Feb 202400:38:55

In this insightful episode of the Dakota Rainmaker Podcast, Gui Costin welcomes Pete LaMassa for a deep dive into the crucial role of storytelling in the finance industry. Pete, with his background in journalism, shares how narrative techniques have enriched his financial career, particularly in sales and fundraising. The conversation explores the seamless transition from crafting stories in journalism to weaving compelling narratives that resonate with clients and stakeholders in finance. Pete emphasizes the importance of effective communication, the art of the pitch, and leveraging personal stories to build meaningful relationships.

Furthermore, Gui and Pete discuss the dynamics of teamwork and the significance of fostering a supportive work environment. They highlight the evolving challenges and opportunities within wealth management and institutional fundraising, shedding light on the strategic approaches to client engagement and relationship building. Pete's insights into the intersection of journalism and finance illustrate the indispensable role of storytelling in connecting with audiences, building trust, and driving success in the business world.

This episode not only explores the synthesis of journalism skills and financial acumen but also offers valuable strategies for professionals looking to enhance their communication and relationship-building skills in the finance sector. Pete's journey and expertise provide a compelling case for the power of storytelling in achieving business objectives, making this episode a must-listen for anyone interested in the art of communication within the financial industry.


Adapting to Win: Sales Strategies for the Financial World with Artisan Partners15 Feb 202400:41:36

In this insightful episode of the Dakota Rainmaker Podcast, Gui Costin engages with Chris Krein of Artisan Partners in a comprehensive dialogue about the evolution and strategy behind successful sales and distribution in the financial services industry. Chris shares his professional journey, emphasizing the critical role that talent acquisition and nurturing a diverse team environment play at Artisan Partners. He elaborates on Artisan's unique distribution model, which involves setting up dedicated commercial teams tailored to support each investment team, ensuring highly focused client service and efficient sales efforts.

Chris and Gui delve into the nuances of creating lasting first impressions, the importance of integrity and intrinsic motivation in the recruitment process, and the transformative impact of CRM systems like Salesforce in optimizing sales operations. They discuss the cultivation of a productive sales leadership culture, the necessity for sales professionals to deeply believe in their products, and the significance of rigorous preparation in sales success.

Chris also highlights the value of mentorship and continuous learning for young professionals, offering insights into the building blocks of a successful career in sales within the investment sector. This episode not only explores leadership and sales excellence, but also provides a deep dive into Chris's expertise and strategic approach to navigating the complex landscape of sales and client relationship management in the financial world.


Boston Partners' Strategy to Winning in a Competitive Landscape with Paul Heathwood06 Feb 202400:34:15

In this episode of the Rainmaker Podcast, Paul Heathwood, Head of Distribution at Boston Partners, and host Gui Costin engage in a thoughtful discussion on Heathwood's journey in the asset management industry. Paul shares insights into his transition from an equity trader to a leadership position emphasizing the crucial role of understanding the business's nuances and the importance of a consistent investment philosophy. The conversation dives deep into the art of relationship building, the perseverance required in the sales process, and the critical role of strategic alignment within the competitive investment community.

Listeners will gain valuable insights into the operational dynamics of Boston Partners' distribution team, including the significance of personalizing client interactions, leveraging advanced CRM systems for efficiency, and the importance of understanding and meeting client needs to foster long-term relationships. Heathwood’s experience offers a rare glimpse into the disciplined approach required to navigate the complex investment market successfully.

This episode is a must-listen for anyone in the investment sales industry or anyone aspiring to enter this field. It provides a comprehensive overview of effective sales management techniques, client engagement strategies, and the benefits of a disciplined investment approach in achieving competitive advantage. 

Whether you're a seasoned professional or new to the field, the insights shared by Heathwood can inspire innovative strategies to navigate the challenges and opportunities in investment sales.


Strategies for Market Wins: Sales Excellence with Resolute's Greg Stumm29 Jan 202400:50:54

In an insightful episode of the Rainmaker podcast, host Gui Costin welcomes Greg Stumm, the Senior Vice President of Sales and Head of Distribution at Resolute Investment Managers, for a deep dive into the world of investment sales. This conversation is a treasure trove of wisdom, particularly valuable for those in the sales and investment sectors.

The episode begins with Stumm sharing his sales philosophy, which has significantly influenced his successful career. He emphasizes the importance of understanding the individual needs of clients in the investment advisory space, advocating for a scalable, organized, and efficient approach to sales. This client-centric focus is a recurrent theme throughout the discussion, as Stumm elaborates on the significance of listening to clients and offering solutions tailored to their unique requirements.

A notable aspect of the conversation revolves around the dynamics and structure of the sales team at Resolute. Stumm provides insights into how fostering a collaborative environment and breaking down traditional team divisions can lead to greater success. He also touches upon the impactful use of modern tools like Salesforce and Highspot in enhancing communication and streamlining the sales process, underscoring the importance of staying updated with technological advancements in the field.

The podcast also addresses the current challenges in the investment industry, such as the transition from mutual funds to ETFs. Stumm discusses the need for sales teams to adapt and focus on fewer, high-quality client relationships. Leadership and organizational culture are also key topics, with Stumm sharing his approach to creating a positive, transparent, and accountable workplace. 

This episode is not just an exploration of sales strategies but a comprehensive guide for anyone looking to succeed in the fast-evolving world of investment sales. It's a must-listen for sales professionals, business leaders, and aspiring individuals in the finance and investment fields.


Mastering the Dakota Way: Sales Leadership with Dakota’s Dan DiDomenico25 Jan 202400:35:00

In this episode of the Rainmaker Podcast, host Gui Costin talks with Dan DiDomenico, the seasoned president of Dakota. They explore Dan's journey from starting at Vanguard after college to leading Dakota. The conversation highlights key sales strategies, emphasizing teamwork and the effective use of CRM systems like Salesforce. Dan shares valuable insights on sales and relationship management in the investment industry, focusing on preparation, effective communication, and equipping sales teams with the right tools for success. His advice for young sales professionals underscores the importance of these elements in building a successful sales career. This episode offers a deep dive into "The Dakota Way," showcasing Dan's expertise in sales leadership and his unique approach to navigating the complexities of the sales world.


The Investment Sales Playbook: A Conversation with Eaton Vance's Matt Witkos24 Jan 202400:37:50

In this insightful episode of the Dakota Rainmaker Podcast, host Gui Costin, Founder and CEO of Dakota, engages with Matt Witkos, Managing Director at Eaton Vance, to explore the nuances of sales and distribution in the investment industry. Matt, with his extensive background, takes listeners through his professional journey from his start at Putnam to his current role, including valuable experiences at Nuveen and GE.

The conversation centers around pivotal topics like identifying and engaging top advisors, a crucial aspect for business growth in the financial sector. Matt emphasizes the use of data and analytics in pinpointing these key individuals.

Another significant theme is the optimization of sales capacity. Matt discusses the importance of resource allocation and the need for sales strategies that are both efficient and effective. This includes understanding the unique profiles of advisors and tailoring approaches accordingly. Matt also shares insights into adapting sales tactics across various channels and products, highlighting the necessity of flexibility and customization in sales strategies to meet the diverse needs of different market segments.

The episode is further enriched by Matt’s philosophy on sales leadership, focusing on the critical role of CRM systems and strategic client segmentation. He underscores the importance of these tools in not just managing sales processes but also in adding value to both sales teams and clients. 

This episode is particularly beneficial for professionals in the fields of sales, marketing, and investments. It offers practical advice, strategic insights, and real-world experiences from a seasoned industry leader, making it a must-listen for those looking to enhance their understanding of sales dynamics in the investment industry.

Matt’s expertise provides a roadmap for navigating the complex landscape of financial sales and distribution, making this episode a valuable resource for both seasoned professionals and newcomers to the field.

Cultivating Transparent Teamwork: Adam Bobker's Strategy for Success at Fortress16 Jan 202400:37:31

In this enlightening episode of the Rainmaker Podcast, Gui Costin, Founder and CEO of Dakota, engages in a detailed conversation with Adam Bobker, Managing Director and Co-Head of Private Wealth Solutions at Fortress. The podcast offers an in-depth exploration of Bobker's extensive experience in wealth management and sales leadership, delivering insights that are highly valuable for professionals in similar sectors.

The episode begins with Bobker recounting his career journey. He reflects on his early experiences in his family's global distributor of industrial components, where he learned the importance of building strong client relationships across various levels. This foundation played a pivotal role as he transitioned to the financial services sector, notably during his time at BlackRock before his eventual move to Fortress in 2022.

Bobker then delves into his experiences in building a new private wealth business at Fortress. He shares his strategic approach to assembling a team, emphasizing the importance of character traits and a team-oriented mindset, rather than solely focusing on individual skill sets. This focus on team culture and personal attributes is a cornerstone of his strategy for creating a cohesive and effective team.

The conversation shifts to discuss Bobker's sales philosophy, which he likens to a doctor's diagnostic approach. He stresses the importance of understanding clients' needs before proposing solutions. This client-centric approach is supported by a structured sales plan, which includes segmenting clients to optimize time and effectiveness.

Leadership and communication within teams form another crucial part of the discussion. Bobker speaks about his transparent leadership style and the importance of team collaboration and collective knowledge for achieving success. He also emphasizes the significance of nurturing sales talent and the necessity of effective communication within teams.

Finally, the podcast wraps up with Bobker offering his perspective on the current challenges in the wealth management field, especially regarding alternative investments. He shares his thoughts on the evolving financial landscape and discusses the future outlook of wealth management, particularly the role of alternative investments in client portfolios.

Overall, the episode provides a comprehensive view into effective sales strategies, team building, and leadership in the dynamic world of wealth management and investment sales, through the lens of Adam Bobker's rich experience and expertise.






The Art of Storytelling: Steve Ford's Sales Approach at GQG Partners10 Jan 202400:46:47

In this engaging episode of the Dakota Rainmaker Podcast, host Gui Costin, Founder and CEO of Dakota, sits down with Steve Ford, Managing Director at GQG Partners. This insightful discussion offers a deep exploration of sales leadership, team dynamics, and the use of technology in the investment industry.

The conversation begins with a focus on the structured sales process and leadership. Steve Ford underscores the importance of a well-defined sales strategy, where each team member understands their role within the larger organizational context. He stresses that effective sales leadership is not just about guiding the team but also about ensuring that everyone aligns with the firm's overall strategy and goals.

Gui and Steve delve into the significance of career development and nurturing a team culture. They discuss the need to invest in team members' growth, emphasizing values like humility, collaboration, and maintaining high standards. This segment of the podcast highlights how a strong team culture can contribute to the success of a sales team.

A major part of the episode is dedicated to discussing the role of CRM systems, especially Salesforce, in managing sales processes. They highlight how these systems are not merely tools for efficiency but are integral in enhancing the effectiveness of sales teams. Ford shares insights into how Salesforce has been instrumental in their operations, providing a real-world perspective on technology's impact in sales.

Personal and professional growth is another key topic. Steve shares his career journey, reflecting on the importance of patience, continuous learning, and focusing on mastering one's craft. His advice to young professionals is to thoroughly understand and excel in their current roles before seeking advancement.

The podcast also addresses the challenges in the current market environment, such as data management, industry disruption, and talent acquisition. Gui and Steve discuss strategies to effectively navigate these challenges, offering practical advice to listeners.

This episode of the Dakota Rainmaker Podcast is a must-listen for those in the investment industry, blending strategic insights, practical advice, and personal experiences from two industry experts.


PIMCO’s Approach to Relationship-Driven Sales with Eric Sutherland10 Jan 202400:29:33

In this episode of the Dakota Rainmaker Podcast, Gui Costin, founder and CEO of Dakota, engages in a vibrant conversation with Eric Sutherland, the Managing Director and President of PIMCO Investments. The discussion offers a deep dive into Sutherland's extensive experience in the investment and financial services sector, spanning over 37 years, including his tenure at Nuveen Investments and Bankers Trust Company.

Sutherland shares insights about his early career challenges, emphasizing the importance of cold calling, building relationships, and the critical art of closing deals. He reflects on his journey through various roles, from fieldwork in commercial real estate to managing strategic accounts in New York. Sutherland's narrative underscores the significance of adaptability and learning in a constantly evolving industry.

The podcast also explores the nuances of sales leadership and the distinct strategies employed at PIMCO. Sutherland talks about the importance of maintaining personal relationships in business, highlighting trust as a key component in client interactions. He discusses PIMCO's team structure, emphasizing the efficiency and collaborative nature of their sales approach, where different specialists work together to cater to diverse client needs.

Sutherland's leadership philosophy is rooted in authenticity, presence, and leading by example. He stresses the value of acknowledging team successes, regardless of size, and fostering a competitive yet supportive environment. He also touches upon the challenges of retaining top talent in a highly competitive industry and the necessity of treating team members well.

The podcast concludes with Sutherland offering advice to young sales professionals. He encourages them to ask questions, work diligently, and learn from experienced colleagues. Sutherland's insights reflect a deep understanding of the sales process, client relationships, and effective team management, offering valuable lessons for both seasoned professionals and newcomers to the industry.

Navigating Asset Management's Future: Insights from HarbourVest's Jamie Kase08 Jan 202400:39:38

Join us for an enlightening episode of the "Rainmaker Podcast," featuring Jamie Kase, a key figure at HarbourVest, a leading asset management firm. With a rich history tracing back to its origins as a venture firm under John Hancock, HarbourVest has evolved into an independent powerhouse, now managing a staggering $120 billion in assets. This episode offers a rare glimpse into the strategic maneuvers and cultural shifts that have propelled HarbourVest to the forefront of the asset management industry.

Kase, who joined HarbourVest in 2015 and brings over 30 years of experience in sales, marketing, and investor relations, talks in-depth about the firm’s journey. He discusses how HarbourVest transitioned from its initial focus on traditional funds to embracing a more diversified approach, including secondaries, co-investments, private credit, and infrastructure investments. This shift not only broadened the firm’s portfolio but also enhanced its ability to meet varied client needs.

The podcast also dives into the organizational growth of HarbourVest, particularly in its sales department, which expanded from a small team to over 80 professionals globally. Kase emphasizes the importance of understanding the distinct requirements of institutional and private wealth clients, a key factor in the firm's client relationship management strategy.

Moreover, Kase highlights the critical role of company culture in HarbourVest’s success. He talks about fostering an environment that values teamwork, collective achievement, and a deep sense of mutual respect and care among team members.

Kase concludes by sharing his insights on effective client engagement and relationship management, and offers valuable advice for professionals in the investment field. This episode is not just a story of a firm's growth; it’s a masterclass in adapting to the changing landscapes of asset management and setting benchmarks in client service excellence.


Client-Centric Leadership at Vanguard with Jane Greenfield05 Nov 202400:47:12

In this episode of The Rainmaker Podcast, host Gui Costin interviews Jane Greenfield, the head of consultant engagement at Vanguard, a leader in investment and wealth management with over $9 trillion in assets. Jane shares insights into her career journey from banking to her current role, emphasizing Vanguard's unique client-centered culture. With a mission-driven focus, Jane highlights how Vanguard’s client-owned structure, established by founder Jack Bogle, creates a strong emphasis on long-term client relationships, which she has been a part of for over 23 years.

A major theme of their discussion is the value of institutional knowledge gained through longevity within a company. Jane explains how Vanguard’s rotational culture allowed her to develop a comprehensive understanding of the firm, which she believes is vital to serving clients effectively. Gui and Jane also discuss the importance of company culture in fostering success, with Jane sharing that Vanguard prioritizes team collaboration, support, and a commitment to the client’s best interests. This dedication to the client is reflected in their approach to sales, where the team treats consultant relationships with the same care they would with clients.

The conversation dives into Vanguard’s sales process, with Jane outlining the team’s strategic approach to building relationships and their tactical focus on client engagement, preparation, and follow-up. Weekly and monthly team huddles, along with town halls and dashboards, keep everyone aligned and foster transparency. She also discusses Vanguard’s commitment to using CRM systems to capture critical client interactions, reinforcing the importance of clear, structured communication within the team and with leadership.

Jane’s leadership style is grounded in being “in the arena” with her team, supporting a long-term approach and balancing high expectations with compassion. She concludes by offering advice to aspiring professionals: be relentless learners about clients, offerings, and the sales craft itself. For Jane, an effective leader is one who is accessible, focused, and committed to the growth and success of both the team and its clients, embodying a culture where teamwork and client focus lead to sustained success.

Strategic Leadership and Wealth Management: Frank Riccio of First Eagle Investments29 Oct 202400:37:38

In this episode of the Rainmaker Podcast, host Dan DiDomenico, President of Dakota, sits down with Frank Riccio, Head of U.S. Wealth Solutions Sales and Strategic Relationships at First Eagle Investments. Frank brings over 20 years of leadership experience in the financial industry, having previously held prominent roles at PIMCO and Allianz Global Investors. In this conversation, he delves into his background, career journey, and current role at First Eagle, where he oversees daily operations and drives strategic initiatives for the Wealth Solutions team.

Frank gives listeners an insightful overview of First Eagle Investments, a privately held asset management firm managing $140 billion in assets. He highlights the firm's commitment to active management and its rich history dating back to 1864. First Eagle’s investment approach emphasizes resilient wealth creation, a philosophy that has proven its value across market cycles, particularly during periods of market volatility.

A significant portion of the conversation centers around the importance of sales leadership and team management. Frank explains how First Eagle’s sales team is organized to maximize efficiency, including a dedicated focus on major metropolitan areas, and how the firm leverages data to optimize sales efforts. He shares insights on his leadership style, emphasizing transparency, direct communication, and the value of cultivating a strong company culture. Frank also talks about the importance of feedback loops within his team, discussing how regular communication and collaboration ensure alignment with the firm’s goals.

For those early in their career, Frank offers advice, encouraging young professionals to take full advantage of the opportunities in entry-level sales roles, such as gaining exposure to different areas within an asset management firm. He stresses the importance of controlling what you can control and staying positive, even when faced with rejection.

The episode concludes with a discussion of the challenges and priorities facing First Eagle in the future, particularly in terms of balancing internal responsibilities, client engagement, and maintaining a focus on long-term growth through strategic hiring and team development. This episode provides valuable insights into the leadership strategies of a seasoned industry veteran and offers practical advice for those looking to succeed in the financial services sector.

The Power of Cold Outreach in Private Markets with Valentine Whittaker of Epic Funds12 Nov 202400:40:56

In this Rainmaker Podcast episode, Gui Costin, Dakota’s Founder and CEO, interviews Valentine Whittaker, Director at Epic Funds. With over 20 years of private market experience, Valentine shares his career journey, his role at Epic Funds, and insights into his leadership approach, particularly in sales and investor relations. Valentine has a deep background with firms like Abbott Capital Management, Schroders Capital, and JP Morgan, bringing a unique perspective to managing investor relationships and business development in the private fund space.

Valentine explains that Epic Funds prioritizes providing niche, capacity-constrained strategies, viewing investor relations as a crucial, solution-driven role. His team leverages a process-driven approach to sales, using tools like Dakota’s technology to maximize efficiency and target client engagements. Valentine highlights the importance of advance planning, building a forward calendar that outlines key meetings and opportunities in each city, ensuring a streamlined and purpose-driven travel schedule.

Cold outreach is a cornerstone of Valentine’s strategy, emphasizing the value of personal touchpoints, whether through phone calls or follow-up emails. He discusses how tools like LinkedIn and Dakota help track industry shifts, such as when professionals change roles, turning these moments into genuine engagement opportunities. Valentine advocates for using CRMs to maintain organized records of client interactions, making follow-ups and deal progress easy to manage. The consistent and process-oriented approach, he notes, is critical to staying efficient and focused, especially for smaller teams.

In a segment on leadership, Valentine describes his style as collaborative and supportive, emphasizing teamwork and empowering colleagues. For those new to investment sales, he stresses the importance of mentorship, product knowledge, and diligent preparation. To him, successful investment sales require not just mastering pitches but also understanding the nuances of investment products and building authentic relationships with clients.

Valentine also highlights the challenges in educating clients about private market funds, particularly trustees unfamiliar with the space. He sees this as an ongoing effort, where educating allocators helps cultivate meaningful partnerships, positioning Epic Funds as a reliable resource. His passion for sales and client education comes through as he reflects on the privilege of serving clients in the private markets.

This episode is packed with actionable insights on sales strategy, client engagement, and leadership, making it a must-listen for anyone in the investment sales arena.

The Power of a Consultative Sales Approach with Rob Logan of Principal Asset Management03 Dec 202400:33:52

In this episode of the Rainmaker Podcast, host Dan DiDomenico sits down with Rob Logan, Managing Director and Head of Distribution for Retirement Investments at Principal Asset Management. Rob brings nearly 30 years of experience to the discussion, sharing actionable insights on sales leadership, team culture, and navigating a rapidly evolving marketplace.

Rob provides a detailed overview of Principal’s operations, including its position as a Fortune 500 financial services company and its growth in global asset management, now managing $513 billion in assets. He outlines his team's structure, which focuses on three key sales channels: DCIO, high-net-worth RIAs, and retirement investment support. Rob highlights how his team leverages business intelligence, CRM tools like Salesforce, and a consultative sales approach to drive results in a competitive landscape.

The conversation dives into Rob’s leadership philosophy, emphasizing servant leadership, transparent communication, and respect as critical to building a successful and cohesive team. He also offers advice for aspiring sales professionals, encouraging them to become students of the industry, develop a consistent sales process, and maintain a healthy work-life balance.

Rob and Dan explore current market trends, including the rise of alternative investment vehicles, market consolidation, and the convergence of retirement and wealth management. Rob’s forward-thinking approach and dedication to his team provide valuable lessons for leaders and sales professionals alike.

This episode is packed with insights on driving growth, fostering collaboration, and staying ahead in a dynamic industry. Don’t miss the opportunity to learn from Rob’s wealth of experience.

Revolutionizing Sports: Wayne Kimmel of SeventySix Capital on Innovation, Tech, and the Future of Fan Engagement26 Nov 202400:43:10

In this captivating episode of the Rainmaker Podcast, host Gui Costin engages with Wayne Kimmel, CEO and founder of SeventySix Capital, a venture capital company revolutionizing the sports industry. With a career spanning investments in tech, sports media, and entertainment, Kimmel shares insights into his company’s mission to back entrepreneurs who are redefining the sports landscape using innovative technologies like AI, data analytics, and augmented reality.

Kimmel recounts how SeventySix Capital started in 1999, focusing on groundbreaking ventures like SeamlessWeb, Take Care Health Systems, and NutriSystem, before transitioning to the sports industry in 2018. Today, the firm is laser-focused on investing in technologies that enhance both on-field performance and the fan experience. From AI-driven data solutions to smart bats developed by portfolio companies like Diamond Kinetics, Kimmel illustrates how technology is democratizing access to professional-grade tools, making them available to athletes at all levels.

A recurring theme in the discussion is the intersection of sports and innovation. Kimmel highlights notable investments, such as C360, which developed the pylon cam technology widely used in NFL broadcasts by all the major media networks. He explains how these technologies create immersive experiences for fans and unlock new revenue streams for sports organizations. Kimmel also delves into SeventySix Capital’s strategic use of thought leadership and media, including the SeventySix Capital Sports Leadership Show, to attract top-tier entrepreneurs and maintain its industry edge.

The conversation touches on broader trends shaping the sports ecosystem, including the integration of AI and data analytics, the rise of sports betting, and the expanding role of major tech players like Amazon and Apple in sports broadcasting. Kimmel also underscores the critical importance of integrity and compliance in regulated industries like sports betting, emphasizing SeventySix Capital’s commitment to creating safe, fun, and sustainable business models.

Closing the episode, Kimmel reflects on the immense opportunities within the $3 trillion sports industry, from fan engagement to advanced tech adoption. He credits SeventySix Capital’s success to its ability to source groundbreaking ideas, build meaningful relationships, and push the boundaries of innovation. This insightful episode is a must-listen for anyone interested in the future of sports, technology, and investment.

Breaking Down Barriers: Jeff Carlin on Nuveen’s Shift to De-Channelized Sales Models10 Dec 202401:04:12

Welcome to another insightful episode of the Rainmaker Podcast hosted by Gui Kostin, Founder and CEO of Dakota. This week, Gui engages in a thought-provoking conversation with Jeff Carlin, CFA, Senior Managing Director and Head of Global Wealth Advisory at Nuveen. Jeff shares his extensive journey from his roots in San Francisco to becoming a pivotal figure in the investment industry, highlighting the milestones of his career, including his roles at Smith Barney, Charles Schwab, and IndexIQ before joining Nuveen in 2010.

Jeff unpacks the evolution of Nuveen’s wealth distribution strategy and the shift towards prioritizing impactful advisor relationships. By leveraging lessons from the SaaS industry, Jeff and his team focus on efficiency, segmentation, and team-oriented structures to optimize advisor engagement. He emphasizes the importance of de-channelization, segmenting advisors by their operational style rather than labels, and aligning sales structures to address dynamic client needs.

A key highlight of the episode is Jeff's analogy of sales teams as jazz ensembles—finding harmony by following a consistent core structure while allowing individual creativity. He delves into the significance of clear communication, leveraging CRMs for accountability, and fostering a culture of respect and collaboration within sales teams.

Jeff also provides advice for aspiring professionals in sales, stressing the value of patience, continuous learning, and embracing mentorship—whether through direct interaction or by observing industry leaders. He touches on the challenges of attracting and retaining top talent, emphasizing the necessity of aligning individual motivations with organizational culture.

The episode concludes with Jeff's vision for sustainable success: building teams that are not just results-driven but also operate cohesively and ethically. Gui wraps up by reflecting on the core principles shared and their applicability to building thriving distribution organizations.

Complete Capital Structure Analysis™: Penn Capital's Secret to Small-Cap Success04 Feb 202500:27:15

In this episode of the Rainmaker Podcast, Gui Costin interviews Eric Green, Chief Investment Officer at Penn Capital, about the firm’s innovative approach to small-cap investing and current market opportunities. With over 25 years of experience, Eric shares how Penn Capital employs its Complete Capital Structure Analysis™, a methodology that examines a company’s entire capital structure, from secured debt to equity, to uncover hidden value and mitigate risk. This integrated perspective allows Penn Capital to spot market inefficiencies and make better-informed investment decisions, distinguishing them from traditional small-cap managers. 

Eric explains how Penn Capital focuses on leveraged small-cap companies, which many managers avoid, as they historically outperform over the long term. By leveraging credit expertise, Penn Capital ensures these investments are carefully selected to minimize risk, boasting an impressive track record of avoiding bankruptcies in their equity portfolios. He also stresses the importance of partnering with true small-cap managers who align with the Russell 2000, warning that many managers operate with inflated market caps that fail to deliver the expected diversification and growth potential of small-caps. 

Eric highlights macroeconomic factors positioning small-caps for a rebound, including deregulation, M&A activity, and anticipated interest rate cuts. He identifies sectors like natural gas, which is critical in the energy transition, and consumer industries such as gaming and restaurants, which benefit from strong spending trends, as key areas of opportunity. 

The episode concludes with Eric’s advice on diversification within small-cap investing. Penn Capital’s alpha-generating strategies thrive during upcycles, making them a valuable complement to more defensive small-cap managers. This episode offers actionable insights into navigating the small-cap space, helping investors capitalize on emerging opportunities in today’s market. 

Mastering Private Fundraising: Relationship Building, Market Shifts, and Sales Strategy with Nancy Vailakis17 Dec 202400:42:21

In this episode of the Rainmaker Podcast, Dan DiDomenico, President of Dakota, engages Nancy Vailakis, Principal of Ancram IRBD, in a dynamic discussion about trends, challenges, and strategies in the private funds industry. Nancy shares her wealth of experience, offering practical insights for fundraisers and sales professionals navigating today’s complex investment landscape.

Nancy, a seasoned professional with over 18 years in alternative asset management, founded Ancram IRBD, a boutique placement agency and investor relations firm. Her expertise spans private equity, private credit, and real assets, focusing on niche strategies and first-time fund launches. With prior roles at IQ-EQ, Cerberus Capital, and BlueMountain Capital, and an MBA from NYU Stern, Nancy has built a reputation as a leader in fundraising and investor relations.

The conversation highlights the evolving private funds market. Nancy emphasizes the increasing investor interest in defensive strategy sectors, such as industrials, business services, and healthcare. She notes challenges in liquidity, which have slowed allocations, but anticipates an improved fundraising environment in the coming year as interest rate decreases settle in and dealmaking continues to pick up.

Nancy explains her sales process, focusing on relationship-building and understanding investor needs. She stresses the importance of aligning offerings with LP mandates, avoiding mismatches that can harm credibility. Nancy speaks about the flexibility her broker-dealer platform enables, to pivot between mandates based on market demand. Tools like CRMs and collaborative platforms enhance her efficiency, enabling her to track investor preferences, maintain strong relationships, and tailor pitches to meet specific needs.

The discussion explores the value of meticulous preparation and professionalism in sales. Nancy advises young professionals to perfect their craft by mastering details, such as error-free communications and compelling pitch materials. She underscores that every interaction, whether an email or a call, can influence the success of a sale. Dan reinforces this, noting that while a first email might not close a deal, it can easily derail one.

Nancy also shares her views on leadership. She attributes her success to a combination of data-driven decision-making, instinct, and deep industry knowledge. She highlights the importance of listening to LPs, understanding their unique constraints, and providing tailored solutions. Transparency and thoughtful communication, especially during challenging times, build trust and long-term partnerships.

Looking ahead, Nancy remains optimistic. She sees opportunities in the evolving global fundraising landscape, particularly in regions like the Middle East and Asia. Despite the tough fundraising climate, she emphasizes the importance of resilience, specialization, and sticking to what you know best.

This episode offers a masterclass in fund distribution and investor relations, providing practical takeaways for both seasoned professionals and newcomers to the industry. Nancy’s focus on thoughtful relationship management and adaptability shines as a guiding principle for navigating the complexities of alternative asset management.

Rainmaker Live! November 202421 Nov 202400:39:28

In this episode of Rainmaker Live!, Gui Costin, Founder and CEO of Dakota, and Tim Dolan break down the Four Core Principles of the Dakota Sales System, offering a step-by-step guide to achieving sales success in the investment management industry. They discuss the launch of Dakota Talent, a specialized job board connecting talent and employers, and introduce the Rainmaker Podcast, a platform where industry leaders share their strategies. Gui and Tim dive into key topics, including setting clear sales expectations, identifying high-impact target markets, mastering sales meetings, and building a robust follow-up system using CRM tools. Packed with actionable insights and real-world examples, this episode is a must-listen for investment professionals looking to refine their sales approach, improve accountability, and drive meaningful results. Tune in for practical advice and a roadmap to sales excellence!

Leadership, Longevity, and the Future of Asset Management with Brian Maute of DWS28 Jan 202500:46:36

In this Rainmaker Podcast episode, Gui Costin, Founder and CEO of Dakota, interviews Brian Maute, Head of U.S. Wholesale at DWS. Brian shares his career journey, leadership philosophy, and insights into sales, leadership, and talent development in the asset management industry. 

Brian discusses his transition from wealth management to asset management, advancing through roles at Van Kampen Investments and DWS. He highlights the importance of longevity in career success, emphasizing how institutional knowledge and trusted relationships have helped him navigate challenges and achieve long-term impact. 

Brian outlines DWS’s team structure, which prioritizes collaboration, client-centric approaches, and specialization. He explains their segmentation strategy and commitment to continuous learning, regular communication, and accountability to ensure team success and adaptability to market changes. 

The conversation also explores the critical role of CRM systems, like Salesforce, in operational efficiency. Brian stresses the importance of accurate data entry, pipeline management, and task-setting to maximize client engagement and results. 

As a leader, Brian focuses on creating a vision aligned with client needs, fostering a collaborative and competitive culture, and maintaining accountability with kindness. For young sales professionals, he emphasizes curiosity, disciplined follow-up, and confidently asking for the order as keys to success. 

The episode concludes with Brian addressing industry challenges, including adapting to client needs and retaining top talent, while highlighting his commitment to building an exceptional work environment at DWS. 

How Stacy Havener Built Havener Capital on Storytelling and Strategy 20 May 202500:46:30

In this episode of the Rainmaker Podcast, Gui Costin is joined by Stacy Havener, founder and CEO of Havener Capital Partners, for a masterclass on raising capital through storytelling, behavioral finance, and human connection. Stacy’s path into the investment industry defies convention. With a background in English literature—not finance—and no Wall Street pedigree, she’s raised over $8 billion for emerging managers, resulting in more than $30 billion in follow-on assets under management. Her secret? A repeatable, story-led, data-backed approach that meets investors where they are.

Stacy shares how behavioral science and human psychology inform every layer of her process. Her philosophy is simple but powerful: “Investors don’t make decisions with spreadsheets alone.” Instead of the traditional pitch-first, data-heavy approach, she advocates for flipping the script—connecting emotionally first, then backing it up with data. From how a PM smiles in a meeting to the power of a well-timed question, she details the overlooked human cues that build trust and open doors.

One of the standout moments of the episode is Stacy’s take on pitch decks: ditch them, at least in the first meeting. Research shows prospects feel more positively about meetings when they do 70% of the talking. That kind of engagement doesn’t happen when fund managers are reading slides. Instead, she encourages sales professionals to focus on making meetings conversational, choreographing the interaction like a late-night talk show host—her version of the “Jimmy Fallon strategy.”

Stacy dives deep into meeting preparation, suggesting salespeople treat every meeting like a performance: prepare with a one-page brief, run a 15-minute pre-meeting with the PM, and walk into the room ready to humanize the conversation. She emphasizes that salespeople are not “carrying bags”—they are critical orchestrators of connection, learning to read the room, ask better questions, and track not just activity, but allocator behavior.

Closing the episode, Stacy offers clear advice to young professionals: perfect the craft before scaling the activity. Learn how to sell with purpose and intention, and let repetition come only after mastery.

This episode is a blueprint for any sales professional, allocator, or fund manager looking to break the mold and raise capital through authenticity, insight, and human connection.

Tired of chasing outdated leads? Book a demo to see how Dakota Marketplace simplifies your fundraising
process with accurate, up-to-date investor data. 

 

Joe Grogan on Culture and Consultative Sales at WisdomTree13 May 202500:36:53

In this episode of the Rainmaker Podcast, host Gui Costin sits down with Joe Grogan, Head of Distribution for the Americas at WisdomTree, for an energizing conversation on leadership, sales strategy, culture, and the power of treating people like owners. With over 25 years of experience at firms like Fidelity and State Street, Joe shares how his humble beginnings and early exposure to sales instilled a relentless drive that continues to shape his leadership style.

Joe’s journey to WisdomTree began with a cold call from a recruiter and evolved into a long-standing leadership role at one of the most innovative ETF providers in the industry. He fell in love with WisdomTree’s entrepreneurial culture and commitment to transparency, client outcomes, and constant innovation. Today, he leads a 50-person distribution team across the U.S. and Latin America, focused on providing consultative value to financial advisors rather than just pushing products.

Grogan walks listeners through his approach to team structure and culture, emphasizing the importance of clear expectations, open communication, and professional development. His team spans national accounts, wires, RIAs, and enterprise channels, with a strong emphasis on career pathing from analyst roles to field sales. Weekly calls, one-on-ones, and a highly transparent performance tracking system help drive accountability while fostering healthy competition.

Joe also discusses how CRM and AI tools have transformed his team's efficiency. From automated meeting notes to engagement-based compensation tracking, WisdomTree leverages data to reduce administrative burden and keep salespeople focused on high-impact client interactions. He views CRM entries not as micromanagement but as “gold bars” that unlock insights and create better investor experiences.

Leadership, for Joe, is about servant mindset, vulnerability, and long-term retention. He believes in empowering his team, maintaining low turnover through trust and autonomy, and treating teammates like the professionals they are. Rather than managing activity for its own sake, Joe rewards outcomes and teaches his team to think like owners of their own territory.

His advice to young professionals? Nail your current role. Master the fundamentals. Don’t worry about the next job—it will come if you focus on being excellent where you are. This episode is packed with tactical insight, cultural wisdom, and authentic leadership takeaways from one of the most respected distribution leaders in the business.

Tired of chasing outdated leads? Book a demo to see how Dakota Marketplace simplifies your fundraising process with accurate, up-to-date investor data. 



Sales Strategy & Leadership with Jonathan Harari, Crescent Capital11 Mar 202500:35:08

In this episode of The Rainmaker Podcast, host Gui Costin sits down with Jonathan Harari, Managing Director and Global Head of Investor Solutions at Crescent Capital Group. The discussion offers an in-depth look into the sales philosophy and strategic approach behind Crescent’s success in institutional investment sales.

Harari begins by sharing his background, from growing up in Paris to studying in the U.S. at NYU and Wharton. His career has spanned roles at PIMCO and Blackstone before he took on his current leadership position at Crescent. Throughout the conversation, Harari emphasizes his commitment to the word "sales," rather than dressing it up as business development, explaining that successful sales teams embrace the challenge of uncovering new opportunities.

A key theme of the episode is the importance of focusing on "new names"—finding and building relationships with potential clients that the firm has never engaged with before. Harari shares how he instills this mindset in his team, setting up CRM alerts and tracking new contacts in real time to ensure constant outreach and pipeline growth. He and Costin discuss the fundamental role of cold outreach in sales, a strategy both believe to be the backbone of a thriving business.

Harari also offers insights into team structure, sales strategy, and leadership principles. His team is divided into three core functions—client service, business development, and product management—working in tandem to provide a seamless client experience. He believes in treating regional sales leaders as CEOs of their respective territories, empowering them to take full ownership of their success. Transparency is a major pillar of his management style, ensuring that everyone on the team is aware of each other’s activities and progress.

Costin and Harari dive into leadership philosophies, emphasizing availability, urgency, and focus. Harari makes it a priority to be present and accessible to his team, believing that being in the trenches with them is crucial to fostering a high-performance culture. He highlights the importance of culture in retaining top talent, arguing that while compensation is critical, the daily work environment and career development opportunities are just as important.

The conversation also touches on innovation in asset management, with Harari warning that firms that fail to adapt to changing market demands risk irrelevance. He stresses that constant evolution, whether through new product structures or sales techniques, is necessary for long-term success.

The episode closes with advice for young professionals entering the industry—read extensively, observe experienced colleagues, and develop a unique voice. Harari underscores that knowledge and confidence are key differentiators in making a lasting impression.

Overall, this episode is a masterclass in sales leadership, offering valuable lessons on building a high-performing sales team, fostering a winning culture, and maintaining a relentless focus on growth and innovation.

Mastering Institutional Sales with Allen Gray of Silvercrest04 Mar 202500:26:47

In this episode of The Rainmaker Podcast, host Gui Costin, Founder and CEO of Dakota, sits down with Allen Gray, Managing Director at Silvercrest Asset Management Group. With decades of experience in institutional sales and marketing, Allen shares insights into his career, leadership philosophy, and the evolving landscape of institutional investing.

Allen begins by discussing his career journey, which started at Kidder, Peabody & Company despite having no formal business education. He quickly adapted, completing accounting courses and participating in a management training program. After the firm's acquisition by General Electric, he sought partnership opportunities and co-founded Radnor Capital Management, growing assets from $10 million to $1.6 billion in six years before selling to U.S. Trust Company. Later, at Osprey Partners, he helped expand assets from $800 million to $4.2 billion in just two and a half years.

At Silvercrest, Allen was tasked with building an institutional business from the ground up. When he joined in 2008, the firm had $6.5 billion in ultra-high-net-worth assets but only $100 million in institutional assets. Through strategic acquisitions and disciplined growth, Silvercrest now manages $10 billion in institutional assets, with top clients averaging over $400 million each. The firm has expanded investment capabilities, adding growth and international strategies.

Allen’s sales strategy emphasizes process over volume. His teams are structured into small, specialized silos with dedicated investment, client service, and business development professionals. He stresses relationship-building over transactional sales, ensuring long-term partnerships. Silvercrest also leverages subadvisory relationships, allowing distribution through larger platforms without engaging in retail sales.

Communication and transparency are essential to Allen’s leadership. Silvercrest tracks an "actionable pipeline", focusing on opportunities likely to close within six months. His trust-based leadership allows experienced professionals the freedom to execute their responsibilities while maintaining accountability. He prioritizes hiring skilled individuals, providing them with the right tools, and minimizing bureaucracy.

For young professionals entering the fundraising business, Allen advises deep investment knowledge beyond sales materials. Understanding market dynamics, analyzing performance data, and maintaining transparency in tough times are key to success. He highlights industry challenges, including increased competition from consulting firms offering multi-manager funds, making direct institutional outreach more crucial.

From “Big Rocks” to Big Wins: Todd Cassler’s Growth Strategy Framework at Cerity Partners11 Feb 202500:27:13

In this episode of The Rainmaker Podcast, Gui Costin sits down with Todd Cassler, Chief Growth Officer and Partner at Cerity Partners, to explore the strategies and mindset that have fueled Todd’s success in financial services. With over 25 years of industry experience spanning roles at Mariner Wealth Advisors, John Hancock Investments, and Manulife Investment Management, Todd shares his journey from an unexpected start in insurance to leading growth initiatives at a firm managing $130 billion in assets.

Todd discusses the nuances between institutional, wealth management, and retail channels, highlighting the key differences in decision-making processes. While institutional markets rely on professional buyers and defined frameworks, the wealth management space offers more flexibility to influence decisions at the point of sale. Todd emphasizes the importance of focusing on channels where firms have the highest probability of success, rather than chasing large mandates with low chances of conversion.

The conversation delves into leadership and growth strategies. Todd stresses starting with clear goals, the “big rocks”, and having an honest reflection on an organization’s capabilities. He advocates for focusing on high-impact areas rather than spreading resources too thin. On leadership, Todd champions empowerment, accountability, and adaptability. He believes in hiring talent for the future, fostering transparent communication, and delivering both positive feedback and constructive criticism to drive growth.

Todd also touches on the critical role of technology, particularly CRM systems, in enhancing productivity, managing risk, and supporting data-driven decisions. For small teams skeptical of CRM adoption, he underscores its value not just as a sales tool but as an essential part of client retention and business continuity.

Wrapping up, Todd offers advice to young professionals: show up, listen more than you speak, ask insightful questions to establish expertise, and invest in personal development. His insights provide actionable takeaways for fundraisers, sales leaders, and anyone looking to excel in financial services.

DeWayne Louis on Scaling Smarter with AI at Versor Investments 06 May 202500:43:38

In this episode of the Rainmaker Podcast, guest host Pat Tighe welcomes DeWayne Louis, founding partner of Versor Investments, for a deep dive into how the firm uses technology, process, and leadership discipline to scale a lean, global investment business. With over 20 years of experience spanning hedge funds, private equity, and investment banking, DeWayne shares how his career shaped the culture and strategy behind Versor’s quantitative investment platform.

Versor, managing approximately $1.4 billion in AUM, specializes in quantitative equity strategies including single stocks, event-driven, and global equity index futures, all powered by proprietary research and robust data infrastructure. Founded by a team that previously worked together at Investcorp, Versor’s mission was to spin out and commercialize the quantitative research insights they had developed over a decade of institutional investing.

A central theme of the episode is Versor’s use of AI and automation to maximize efficiency. With just five people on the distribution team, the firm leverages tools like Salesforce, Microsoft Teams transcription, Motion AI for project tracking, and automated DDQ systems like Qvidian to streamline operations and boost productivity. DeWayne emphasizes that embracing AI isn’t optional—it's a strategic advantage. He shares how junior team members often lead innovation by identifying new tools, and leadership’s openness to those ideas allows the firm to stay nimble and competitive.

DeWayne also walks through how the team organizes itself using OKRs and A+ projects—firmwide priorities with measurable outcomes that drive growth and innovation. These initiatives are reviewed and executed collaboratively by a partner group, ensuring alignment across departments and clear accountability.

When it comes to fundraising, DeWayne discusses the evolving landscape and their expansion into the wealth management channel via new mutual fund products. He credits platforms like Dakota Marketplace for helping them efficiently reach a wider RIA audience.

As both a player and coach, DeWayne shares leadership lessons on empowerment, trust, and mentoring. He advises younger professionals to become fluent in investment strategy, embrace technology, and approach relationships systematically. For fellow leaders, he stresses the importance of removing barriers to innovation and listening to voices at every level of the firm.

This episode is packed with valuable insights for sales professionals, fundraisers, and distribution leaders looking to scale smarter with fewer resources and stronger processes.

Tired of chasing outdated leads? Book a demo to see how Dakota Marketplace simplifies your fundraising process with accurate, up-to-date investor data. 


Earning Trust, One Deal at a Time – Drew Dolan, DXD Capital29 Apr 202500:28:47

In this episode of the Rainmaker Podcast, host Gui Costin welcomes Drew Dolan, co-founder and principal of DXD Capital, for a compelling conversation on data-driven development, investor relations, and building a specialized real estate platform. With over 20 years in real estate and a deep passion for ground-up development, Drew shares how he transitioned from technical sales into leading one of the most forward-thinking firms in self-storage.

Founded in 2020, DXD Capital was built on the belief that self-storage is a real estate-driven asset class where location and timing are everything. By leveraging a proprietary analytics platform, Radius+, co-created by Drew’s partner, DXD is able to assess rates, density, competition, and demographic trends with precision. This data-first strategy has helped DXD identify and develop prime self-storage projects across the U.S.—from Nantucket to Maui.

Drew walks through the firm's capital strategy, explaining their evolution from a $63M LP fund to a flexible model incorporating both funds and one-off joint ventures with family offices. This structure allows DXD to cater to both high-net-worth individuals and large institutions, with a focus on customization, transparency, and performance. Drew emphasizes that communication is key—monthly updates, timely financials, and responsiveness help build trust with their 300+ investors.

Internally, DXD runs a lean, focused operation with 30 employees spread across three main offices and remote locations near active projects. Slack and weekly check-ins are central to internal communication, while in-person retreats help maintain cultural connection. Drew also shares his leadership philosophy, centered around empowering others, encouraging ongoing learning, and hiring people who are better than him in key roles.

From an IR standpoint, DXD recently expanded its team, bringing in professionals with strong relationship instincts and private equity backgrounds. Drew underscores that while industry knowledge can be taught, trust and human connection are what open doors. Their tech stack, including Juniper Square and HubSpot, helps them manage investor communication and track data, but Drew admits the most effective outreach still comes down to “hand-to-hand combat.”

Tired of chasing outdated leads? Book a demo to see how Dakota Marketplace simplifies your fundraising process with accurate, up-to-date investor data. 



Driving Distribution with Discipline – Daniel Noonan, Cohen & Steers22 Apr 202500:29:07

In this episode of the Rainmaker Podcast, host Gui Costin sits down with Daniel Noonan, Executive Vice President and Head of Wealth Management Consulting at Cohen & Steers, to explore what it takes to lead and scale a top-tier distribution team in today’s evolving investment landscape. With more than two decades of experience at firms like Nuveen, PIMCO, and State Street Global Advisors, Daniel brings a thoughtful, measured approach to sales strategy, team leadership, and client engagement.

Daniel offers an inside look at how Cohen & Steers is expanding beyond its core REIT franchise into private real estate, retirement solutions, and most recently, active ETFs. With a 50-person U.S. wealth distribution team, the firm is structured to stay agile while maintaining deep relationships across channels including RIAs, wirehouses, independent broker-dealers, and private banks.

A central theme in the conversation is intentional sales process. Daniel emphasizes the importance of identifying the right advisor profile—those who embrace active management, endowment-style portfolio construction, and value in real assets. The firm leverages CRM technology, specifically Salesforce, as a “force multiplier,” empowering the sales team with data, segmentation, and efficiency to spend more time with high-potential clients. He stresses that success comes from combining the “art” of client engagement with the “science” of targeting and tracking.

Daniel also discusses the challenges and opportunities of new client acquisition, particularly in the fast-growing but complex RIA channel. He advocates for a consultative, business-minded approach, focused less on product pushing and more on providing value—whether that’s market insight, operational advice, or branding strategy.

On leadership, Daniel defines his style as collaborative, present, and servant-oriented. He believes in staying close to the business and investing time with his team to remove roadblocks and reinforce shared goals. He encourages open communication across levels, structured reporting, and measurable goals that prioritize effort and process over uncontrollable outcomes.

For young professionals, his advice is to be a “student of the game”—stay curious, work hard, and differentiate yourself through depth and breadth of knowledge. His biggest challenge today? Focus. With multiple initiatives underway, Daniel’s priority is maintaining clarity on what matters most and building infrastructure to support that focus. This episode is a masterclass in strategic sales leadership and thoughtful organizational growth.

Tired of chasing outdated leads? Book a demo to see how Dakota Marketplace simplifies your fundraising process with accurate, up-to-date investor data. 



Michele Colucci on AI-Driven Healthcare at DigitalDx Ventures15 Apr 202500:26:12

In this episode of the Rainmaker Podcast, Michele Colucci, founder and managing director of DigitalDx Ventures, joins Gui Costin to discuss how artificial intelligence is revolutionizing healthcare diagnostics—and how her firm is leading the charge. With a background spanning law, technology, entrepreneurship, and venture capital, Michele brings a multidisciplinary approach to investing in early-stage diagnostic companies that leverage AI and data to detect disease earlier, more accurately, and with less invasiveness.

Michele describes the mission of DigitalDx: to identify startups that enable faster, more accessible diagnostics for major diseases, particularly in areas like neurology where early detection is critical but traditionally difficult. She explains that the human body is essentially a data problem—and that by harnessing AI, it becomes possible to detect issues long before symptoms appear. One of the firm’s standout investments includes an FDA-approved over-the-counter syphilis test with a 10-minute result time.

She walks listeners through the firm’s investment criteria, focusing on statistically significant sample sizes, scalability, and team coachability. DigitalDx looks for companies under a $20 million pre-money valuation and plays an active role post-investment, often joining boards and supporting portfolio companies through major growth milestones. Michele emphasizes the power of deep bench support—her team includes experts from NVIDIA, Stanford, Siemens, and more—alongside an innovative “Entrepreneur in Residence” program and a fellowship that sources global deal flow while nurturing underrepresented talent in venture capital.

DigitalDx distinguishes itself not just by investing capital, but by offering founders access to a robust, highly experienced network that helps de-risk startups across science, regulatory, reimbursement, and go-to-market strategies. Michele also touches on the importance of aligning passion with professional purpose, both for her team and young professionals entering venture capital. Her leadership style prioritizes conviction, team ownership, and positivity, steering away from zero-sum thinking and toward collaborative problem-solving.

As Michele reflects on market headwinds, she points to fundraising as a current challenge but emphasizes that conviction-driven investors—those looking ahead to where innovation is going, especially at the intersection of AI and healthcare—are best positioned for long-term success.

This episode offers a powerful look into how visionary leadership, deep domain expertise, and a mission-driven model can reshape the future of healthcare investing.

Tired of chasing outdated leads? Book a demo to see how Dakota Marketplace simplifies your fundraising process with accurate, up-to-date investor data. 



Scaling Private Wealth with Doug Krupa, KKR08 Apr 202500:30:26

In this episode of the Rainmaker Podcast, host Gui Costin welcomes Doug Krupa, Managing Director and Head of Global Wealth Solutions in the Americas at KKR. Doug shares the story of his career—from his early days as a financial advisor working with New York City firefighters to leading one of the most innovative wealth distribution platforms at KKR. His passion for making private markets more accessible stems from those early experiences, where he saw firsthand how institutional allocations to private equity contributed to long-term success.

Doug walks listeners through the structure and mission of his team at KKR, which has grown significantly since he joined in 2019. Focused on intermediaries like financial advisors and RIAs, his team has developed evergreen investment solutions across asset classes, delivering institutional-quality strategies in a more accessible format. He emphasizes a localized, relationship-driven approach, with team members embedded in major metro markets across the U.S.

Communication and process are at the heart of Doug’s leadership style. KKR’s wealth team operates with a high level of collaboration, leveraging instant messaging, a custom CRM, and content centralization platforms to share real-time insights, content, and KPIs across channels. Weekly sales meetings and monthly all-hands calls ensure the team stays aligned, while quality interactions, new advisor penetration, and sales versus budget remain key performance indicators.

Doug also discusses how his team prioritizes rapid communication of what’s working (and what’s not), and the importance of tracking structured client feedback through CRM. His leadership philosophy centers around curiosity, responsiveness, and removing roadblocks for his team. He likens himself to a “chief agitation officer,” continually challenging the status quo to improve transparency, technology, and product innovation.

For young professionals entering investment sales, Doug encourages a relentless curiosity, a willingness to ask “why,” and involvement in product development and messaging—skills that not only build credibility but also fuel long-term career growth. He stresses the importance of education, noting that broader adoption of private markets relies on helping advisors and clients better understand the asset class.

This episode is a must-listen for distribution leaders and sales professionals seeking to scale their efforts, adopt a tech-forward sales strategy, and drive long-term engagement through thoughtful innovation.

Tired of chasing outdated leads? Book a demo to see how Dakota Marketplace simplifies your fundraising process with accurate, up-to-date investor data. 



Guantong (“GT”) Sun on Process-Driven Fundraising at Turning Rock Partners 01 Apr 202500:48:03

In this episode of the Rainmaker Podcast, host Gui Costin sits down with GT Sun, Senior Vice President of Investor Relations at Turning Rock Partners, for an engaging conversation about data-driven fundraising, leadership, and building trust in the world of private credit. GT shares his dynamic career journey, from humble beginnings in the AIG mailroom to working at Lehman Brothers during the 2008 financial crisis and later helping build out fundraising operations at firms like Fortress, Golub Capital, and Pretium. His experience spans both the client-facing and operational sides of capital formation, giving him a unique perspective on the intersection of data, relationships, and process.

At Turning Rock, GT leads a small, nimble investor relations team and emphasizes process as a cornerstone of success. He walks listeners through their disciplined weekly cadence, from Monday partner meetings to regular pipeline reviews and strategic engagement planning. He highlights the importance of communication, preparation, and execution—drawing parallels between the sales process and the investment process. GT emphasizes how using case studies to tell the firm’s story and show live deal execution helps investors connect with the firm’s strategy in a tangible way.

One of the key takeaways from the conversation is GT’s focus on process, particularly CRM and data management. He discusses the critical role a robust CRM plays in managing LP relationships, tracking touchpoints, and driving accountability across the sales process. GT underscores the need for clean, accurate, and regularly updated data to keep fundraising efforts efficient and effective. He also explains how capturing detailed notes and tracking patterns in investor questions helps tailor messaging to different audiences, whether pensions, insurers, or consultants.

GT also shares his leadership philosophy—"be a captain on the team"—highlighting the importance of preparation, attention to detail, and humility. He leads by example, believes no task is too small, and stresses the value of clarity, respect, and integrity. For younger professionals, his advice centers around building trust, staying curious, and viewing every experience as an opportunity to compound your skills over time. His passion for the work and belief in continuous improvement shine throughout the episode.

This episode offers a masterclass in combining discipline, empathy, and process to build lasting investor relationships in a competitive fundraising landscape.

Tired of chasing outdated leads? Book a demo to see how Dakota Marketplace simplifies your fundraising process with accurate, up-to-date investor data. 


Democratizing Private Equity with John Bailey, OneFund Investments25 Mar 202500:23:08

In this episode of the Rainmaker Podcast, host Gui Costin, founder and CEO of Dakota, sits down with John Bailey, co-founder of OneFund Investments, to discuss how his firm is democratizing access to venture capital and private equity. Bailey shares insights into his journey from working at General Atlantic to launching OneFund and the strategies that have contributed to the firm’s growth.

Bailey begins by reflecting on his background, from studying at Tufts University to earning an MBA from Wharton. After working in consulting and growth equity, he realized a fundamental issue in the investment industry: access to top-tier private equity and venture capital funds was restricted to institutional investors and ultra-high-net-worth individuals. With minimum check sizes in the millions, most investors were effectively shut out of these opportunities. Seeing this gap, Bailey co-founded OneFund Investments, a fund of funds designed to provide accredited investors with diversified access to top-performing funds in the private markets.

Launching OneFund required a strategic approach to building investor relationships from the ground up. Unlike established firms with large institutional networks, OneFund had to develop a go-to-market strategy tailored to a new investor demographic. One key lesson Bailey shares is the importance of listening to potential investors before designing a product. Many firms build their funds first and then try to sell them, but OneFund engaged with investors early to understand their needs, shaping its offerings to provide the access and diversification they were looking for.

Bailey also highlights the crucial role of technology in managing investor relationships. A well-implemented CRM system allows the team to track investor engagement, refine outreach efforts, and tailor communications based on behavior patterns. Rather than relying on broad content distribution, OneFund takes a personalized, high-touch approach, ensuring investors receive relevant and timely information. Education has been a major focus, as many of their investors are new to private equity. To address this, OneFund offers webinars, investor calls, and detailed materials to help clients make informed decisions.

Reflecting on leadership, Bailey believes in leading by example and embracing every aspect of the startup process, from high-level strategy to granular tasks. His advice to young professionals is to align themselves with a product they truly believe in, as conviction is key to long-term success. This conversation offers valuable insights for sales professionals, fundraisers, and investors looking to navigate the evolving private equity landscape.

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