Explore every episode of the podcast Success Leaves Clues with Robin Bailey and Al McDonald
| Title | Pub. Date | Duration | |
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| Success Leaves Clues: Ep 291 - Stop Hiring for Resume. Start Hiring for Impact with Alison Kaizer, Partner at Golden Ventures | 30 Apr 2026 | 00:32:12 | |
What if the reason your company isn’t scaling… has nothing to do with your product, and everything to do with who you hire? In this episode of Success Leaves Clues, Robin Bailey and Al McDonald sit down with Alison Kaizer, Partner of Talent at Golden Ventures, to break down the real mechanics behind building high-performing teams inside early-stage startups. Alison has helped scale companies from dozens to hundreds of employees, and now supports founders across an entire portfolio, shaping the people decisions that determine whether a company grows or stalls. This conversation pulls back the curtain on what actually makes a great hire, why most founders get it wrong, and how to build a hiring system that works before your company even knows what it needs. From ditching resume bias to hiring for aptitude, from building structured interview systems to creating transparency in compensation, this episode is a masterclass in hiring as a strategic advantage. If you’re building a team, scaling a company, or making critical early hires, this episode will completely shift how you think about talent. You’ll hear about:
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| Success Leaves Clues Ep. 290 - The Leadership Shift That Builds Companies That Last with Sarah O’Brien, Chief Operating Officer at SMS Security | 23 Apr 2026 | 00:28:54 | |
What happens when you inherit a legacy… but need to evolve it to survive? In this episode of Success Leaves Clues, Robin and Al sit down with Sarah O’Brien, Chief Operating Officer at SMS Security, to explore the real leadership transformation required to grow a family business into a scalable, modern organization. Sarah shares what it actually feels like stepping into a second-generation leadership role, navigating expectations, earning trust, and redefining what leadership looks like in a company built on legacy relationships. From letting go of being the problem-solver, to building systems that don’t rely on one person, to leading in a 24/7 high-stakes industry, this conversation unpacks the mindset and operational shifts required to build a company that lasts. If you’re leading a team, scaling a business, or transitioning leadership in any capacity, this episode will challenge how you think about control, trust, and long-term success. You’ll hear about:
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| Success Leaves Clues Ep. 289 - The Employee Experience Strategy with Alisha Patel, VP People & Culture at CanadaHelps | 09 Apr 2026 | 00:28:13 | |
What if your employee experience strategy is the reason your business is either scaling… or stalling? In this episode of Success Leaves Clues, Robin Bailey and Al McDonald sit down with Alisha Patel, VP People & Culture at CanadaHelps, to unpack what it really means to design a workplace where people, performance, and business outcomes actually align. Alisha brings a rare combination of people leadership and financial expertise, offering a perspective most organizations are missing. She breaks down why employee experience is not an HR function, but a business strategy, and how leaders can finally connect culture, retention, and performance in a way that drives real results. From listening tours and multi-generational workforce design to global cultural nuance and flexible benefits, this conversation challenges the “one-size-fits-all” approach most companies are still relying on. If you’re leading a team, building culture, or trying to retain great people in a rapidly changing workforce, this episode will shift how you think about leadership, investment, and what actually creates sustainable growth. You’ll hear about:
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| Success Leaves Clues: Ep288 - Why Culture Is Your Only Real Competitive Advantage with Ashlea Desroches, People & Culture Leader at Elastic Path | 02 Apr 2026 | 00:36:54 | |
What if employee experience isn’t an HR initiative… but the system your entire business runs on? In this episode of Success Leaves Clues, Robin and Al sit down with Ashlea Desroches, People & Culture Leader at Elastic Path, to unpack a powerful shift in how organizations think about culture, performance, and leadership. Ashlea challenges the idea that employee experience is a “nice to have,” and reframes it as the true competitive advantage driving engagement, retention, customer experience, and ultimately, business results. From psychological safety and leadership behavior to pay transparency and growth-driven management, this conversation goes deep into what actually creates high-performing teams… and why most organizations are still getting it wrong. If you’re leading a team, scaling a company, or trying to build a culture people don’t want to leave, this episode will change how you think about performance, trust, and what it really takes to win. You’ll hear about:
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| Success Leaves Clues Ep. 287 - Redefining Leadership, Operations, and Culture with Michelle Brooks, Chief People Officer & Head of Operations at Security Compass | 26 Mar 2026 | 00:30:33 | |
What if the Chief People Officer is no longer just responsible for people… but for how the entire business operates? In this episode of Success Leaves Clues, Robin and Al welcome back Michelle Brooks, Chief People Officer & Head of Operations at Security Compass, to explore one of the most important shifts happening inside modern organizations. The role of HR is evolving fast. What was once seen as a support function is now becoming central to how businesses scale, operate, and perform. Michelle shares how the CPO role is expanding into operations and even technology, why organizations are moving from departments to workflows, and how leaders can rethink structure, decision-making, and culture in a rapidly changing environment. The conversation also dives into a surprising redefinition of burnout, why it’s no longer about working too much, but about working inefficiently, and how removing friction inside organizations can unlock both performance and engagement. If you are a CEO, founder, HR leader, or operator navigating growth, complexity, and change, this episode offers a clear lens on where leadership and organizational design are heading next. You’ll hear about:
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| Success Leaves Clues Ep. 286 - Inclusive Leadership Isn’t What You Think with Stewart Whittingham, Director of Culture and Belonging at Miller Thomson | 19 Mar 2026 | 00:29:15 | |
In this episode of Success Leaves Clues, Robin and Al sit down with Stewart Whittingham, Director of Culture and Belonging at Miller Thomson, to explore one of the most overlooked challenges in leadership today: the gap between the culture leaders believe they are creating and what employees actually experience. With nearly 30 years of experience in leadership, talent strategy, and inclusion, Stewart brings a thoughtful and practical perspective to the conversation, grounded in both strategy and lived experience. The discussion reveals a critical truth: many organizations are committed to inclusion, yet struggle to translate that commitment into consistent, everyday experiences for their people. Stewart explains how gaps in awareness, psychological safety, and leadership behavior can quietly undermine culture, even in organizations with strong values and clear intentions. He also highlights how belonging drives engagement, performance, and better decision-making across teams. If you are a CEO, HR leader, executive, or business owner responsible for culture and performance, this episode offers a clear and practical lens on what it takes to build environments where people and organizations can truly thrive. You’ll hear about:
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| Success Leaves Clues Ep. 285 - Fixing Access, Awareness, and Benefits Plan Design with Vincent Ng, Director of Group Health Solutions at RBC Insurance | 12 Mar 2026 | 00:30:16 | |
In this episode of Success Leaves Clues, Robin and Al sit down with Vincent Ng, Director of Group Health Solutions at RBC Insurance, to explore one of the most misunderstood challenges in employee benefits today: why employees often don’t use the benefits available to them. With more than 25 years of experience across healthcare, pharmacy, and insurance, Vincent brings a rare perspective to the conversation. As a licensed pharmacist and health benefits leader, he sits at the intersection of clinical care, digital transformation, and employer-sponsored health strategy. The discussion reveals a surprising truth: many benefit plans look rich on paper, yet employees struggle to access them in practice. Vincent explains why awareness gaps, fragmented platforms, and overly complex plan designs often prevent employees from engaging with their benefits until a crisis occurs. The conversation explores how employers and advisors can rethink plan communication, simplify access, and organize benefits around real human problems instead of administrative categories. If you are a CEO, HR leader, benefits advisor, or business owner responsible for employee wellbeing, this episode offers a strategic look at how benefits plans are evolving and what organizations can do today to ensure employees actually use the support available to them. You’ll hear about:
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| Success Leaves Clues Ep. 284 - Special Roundtable - Trust, Flexibility, and Performance: The Real Return to Work Conversation | 26 Feb 2026 | 01:06:13 | |
In this special roundtable episode of Success Leaves Clues, Robin and Al bring together three experienced leaders for a candid, practitioner-level conversation on one of the most emotionally charged leadership topics today: return to work vs remote work. Featuring: Amanda Small, Head of People & Culture; Cerys Goodall, Operations Leader; and Elizabeth Lynch, HR Consultant and Culture Advisor, this discussion moves beyond headlines and into real-world leadership tension. Is return to office about location? Or is it about trust, accountability, and clarity of outcomes? If you are a CEO, founder, HR leader, executive, or manager navigating return to office mandates, hybrid models, or remote work performance, this episode offers grounded insight from leaders living this reality every day. The panel explores:
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| Success Leaves Clues: Ep283 - The Truth About “People First” Leadership with guest HR and People & Culture Leader Dunja Vujovic | 19 Feb 2026 | 00:30:07 | |
In this episode of Success Leaves Clues, Robin Bailey and Al McDonald sit down with senior HR and People & Culture leader Dunja Vujovic for a candid conversation about what “people first leadership” actually means, and why most organizations get it wrong. Dunja shares why simply declaring your company “people first” is not enough, and how values must show up in real decisions, especially when budgets tighten and pressure rises. She explains why her team shifted from saying “people first” to “do right by people,” and how that subtle change drives clearer accountability, stronger performance conversations, and healthier cultures. The conversation explores vulnerable leadership, why leaders do not need to have all the answers, and how raising your hand first to admit mistakes builds real trust. Dunja challenges traditional leadership models that reward ego and certainty, and instead advocates for hiring people smarter than you, investing in middle management, and normalizing hard conversations early. Robin and Al also unpack how leadership expectations have evolved, why assumption is the enemy of communication, and how culture either lives in daily behavior or dies on the office wall. This episode is a practical and grounded guide to culture transformation, accountability, and building a workplace where people thrive without lowering performance standards. You’ll hear about:
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| Success Leaves Clues: Ep282 with executive leadership coach Christine Farrugia | 12 Feb 2026 | 00:35:14 | |
In this episode of Success Leaves Clues, hosts Robin and Al sit down with executive leadership coach and strategic advisor Christine Farrugia for a deeply grounded conversation about success, fulfillment, and decision-making in complex leadership roles. Christine shares why so many high performers feel empty despite doing “everything right” on paper, and how chasing inherited definitions of success quietly erodes energy, confidence, and clarity. The conversation explores the powerful concept of “the gap versus the gain,” why comparison steals momentum, and how leaders can reconnect with progress by recognizing daily wins instead of endlessly moving goalposts. Robin, Al, and Christine also unpack how leaders make decisions when data is incomplete, stakes feel high, and ambiguity is unavoidable. Christine offers practical insight into trusting intuition, distinguishing reversible versus irreversible decisions, and stepping out of fear-based paralysis. The episode weaves together leadership, values, customer-centricity, and personal growth, emphasizing that clarity comes from alignment, not achievement alone. Christine also shares how leaders can identify misalignment between personal values and organizational culture, and why many perceived conflicts are stories worth examining more closely. You’ll hear about:
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| Success Leaves Clues: Ep281 with guest Stephanie Hollingshead, CEO of TAP Network | 05 Feb 2026 | 00:32:34 | |
In this episode of Success Leaves Clues, host Robin Bailey and Al McDonald sit down with Stephanie Hollingshead, CEO of TAP Network, for a candid conversation about leadership, burnout, and the power of collaboration in Canada’s tech sector. Stephanie shares how TAP Network has evolved from a small group of competing tech companies into a national community and infrastructure for people and culture leaders. What began as a conversation about competing for scarce talent has become a model for how collaboration, trust, and shared learning can strengthen an entire industry. The conversation dives into the often-unspoken reality of leadership roles, particularly for people and culture professionals who sit in the uncomfortable middle of organizations. Stephanie speaks openly about burnout, isolation, and the emotional weight of roles that require balancing advocacy, execution, and trust from all sides. Robin, Al, and Stephanie explore why collaboration works even among direct competitors, how trust is built over time, and why peer communities provide critical support when leaders are navigating layoffs, uncertainty, and rapid change. Stephanie also reflects on stepping into the CEO role, what surprised her about the broader leadership ecosystem, and why support and mentorship are far more available than many leaders realize. The episode closes with a reflection on long-term impact, leadership responsibility, and the importance of building systems and communities that future leaders can rely on when navigating pressure, change, and complexity. You’ll hear about:
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| Success Leaves Clues: Ep 280 - Power, Trust, and Leadership with Dean Benard, Founder and CEO of Benard & Associates | 29 Jan 2026 | 00:30:00 | |
In this episode of Success Leaves Clues, host Robin Bailey and co-host Al McDonald welcome back returning guest Dean Benard, Founder and CEO of Benard & Associates, for an in-depth conversation on workplace investigations, leadership accountability, and organizational culture. With more than 30 years of experience in regulatory and workplace investigations, mediation, and conflict resolution, Dean offers a rare inside look at how investigations really work, and why independence, fairness, and process matter more than speed or optics. He explains how power dynamics show up in investigations, from titles and tenure to fear of retaliation, and why investigations can act as a great equalizer when handled correctly. The conversation explores what trauma-informed investigations actually mean, why they should apply to every participant, and how dignity and psychological safety improve accuracy rather than dilute outcomes. Dean also shares where leaders unintentionally undermine investigations, how rushing the process creates long-term risk, and why one complaint is often a signal of deeper cultural issues beneath the surface. The episode closes with a powerful reflection on legacy, building systems that outlast us, and Dean’s vision for creating safer, fairer workplaces through education, innovation, and leadership responsibility. You’ll hear about:
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| Success Leaves Clues: Ep279 - Closing the Care Gap in Women's Health with guest Christine Lacey, VP of Revenue at Lume Women’s Health | 22 Jan 2026 | 00:25:38 | |
In this episode of Success Leaves Clues, host Robin Bailey is joined by special co-host Billi Moyer for a timely conversation with Christine Lacey, VP of Revenue at Lume Women’s Health, a Toronto-based women’s health clinic built for women by women, focused on proactive, personalized care that helps close longstanding gaps in women’s healthcare. Christine shares how Lume was founded by four women (three physicians), and why women’s healthcare cannot be compared “apples to apples” with traditional models historically built around the male body. She explains why women are not “small men,” and how reproductive and hormonal health influences whole-body outcomes, from brain health to cardiovascular health, making sex-specific care essential across a woman’s life. The conversation highlights the midlife care gap, how the system supports puberty and family planning, but often drops women when disease prevention, longevity, and true healthspan should be the focus. Christine also shares a striking stat, women live longer, but spend about 25% more time in poor health than men, strengthening the case for proactive care models. They explore accessibility, equity, and why corporate Canada may be one of the fastest levers for progress, including advocacy like the push for a menopause billing code in Ontario. The episode closes with the future Christine wants for the next generation of women. You’ll hear about:
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| Success Leaves Clues: Ep278 - Energy First, Growth Follows with guest Mark MacLeod, founder of Limitless CEO | 08 Jan 2026 | 00:38:54 | |
In this episode of Success Leaves Clues, hosts Robin Bailey and Al McDonald are joined by Mark MacLeod, founder of Limitless CEO and longtime advisor to high-growth founders, for an expansive and deeply honest conversation about leadership, burnout, energy, and what it truly takes to scale sustainably. Mark shares his journey from serving as CFO to iconic Canadian tech companies like Shopify and FreshBooks, to venture capital, investment banking, and ultimately coaching CEOs through the most demanding chapters of their leadership lives. He explains why most startups fail not because of strategy or talent, but because founders run out of energy, physically, mentally, and emotionally. Together, they explore why hustle culture quietly drives burnout, how founders normalize chronic stress, and why putting the CEO first is not selfish, but essential. Mark introduces his two core pillars of leadership, personal energy optimization and revenue growth, and explains how physical health, mental clarity, and even spiritual practices directly influence business outcomes. The conversation also dives into identity loss after divorce, the role of journaling and gratitude in building self-awareness, and how leadership becomes a personal transformation journey disguised as a company. Mark offers practical tools leaders can use immediately, from sleep and breathwork to reframing success and reconnecting with purpose. This episode is a powerful exploration of leadership from the inside out, challenging conventional startup narratives and inviting founders to scale with intention, clarity, and longevity. You’ll hear about:
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| Success Leaves Clues: Ep277 - Supercharging Human Performance & HR Leadership with guest Naomi Titleman, Co-Founder of future foHRward | 18 Dec 2025 | 00:30:07 | |
In this episode of Success Leaves Clues, hosts Robin and Al are joined by Naomi Titleman, Co-Founder of future foHRward and former CHRO of American Express Canada, for a deeply thoughtful conversation about leadership, HR, and what it truly means to make work better in today’s complex world. Naomi shares her journey from consulting at Deloitte to senior HR leadership at American Express, and eventually to building future foHRward, a consultancy and community dedicated to empowering HR leaders to lead with empathy, curiosity, and courage. She offers a refreshingly human perspective on HR’s evolving role, explaining why the function is no longer about policy and gatekeeping, but about supercharging human performance. Together, they explore the realities of modern leadership, including the loneliness of senior HR roles, the tension between flexibility and productivity, and why culture lives or dies through day-to-day leadership behavior. Naomi also dives into how AI can free HR leaders from administrative overload, allowing them to focus more deeply on people, relationships, and critical thinking. The conversation wraps with a powerful reflection on legacy, mentorship, and the responsibility today’s leaders have to plant trees for future generations, even when they may never sit in the shade themselves. This episode is an insightful, grounded exploration of leadership, culture, and the future of work through a human-centered lens. You’ll hear about:
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| Success Leaves Clues: Ep276 - The Human Side of Employment Law with guest Neena Gupta, Partner at Gowling WLG | 11 Dec 2025 | 00:33:53 | |
In this episode of Success Leaves Clues, hosts Robin Bailey and Al McDonald welcome Neena Gupta, Partner at Gowling WLG and one of Canada’s most respected voices in employment, labour, and human rights law. Neena brings a refreshingly human lens to the legal world, blending precision with empathy, mentorship, and real-world practicality. Neena shares her journey as a South Asian woman in law, her passion for mentoring the next generation, and how trust in leadership is built at the intersection of competence and kindness. Together, they explore today’s workplace challenges including generational shifts, inflation pressures, hybrid work, recruitment struggles, and the evolving definition of work life balance. The conversation also dives into what foreign companies must understand when expanding into Canada, the importance of strong employment agreements, and why proactive legal relationships save time, money, and stress. Neena closes with a powerful reflection on community, service, and planting trees for future generations through her leadership with United Way. This episode is a grounded, insightful masterclass on leadership, people-first systems, and building businesses with integrity in complex economic times. You’ll hear about:
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| Success Leaves Clues: Ep275 with guest Jocelyne Moyer, Senior Vice President of Strategy and Operations at Zeitview | 04 Dec 2025 | 00:30:04 | |
In this episode of Success Leaves Clues, hosts Robin and Al sit down with Jocelyne Moyer, Senior Vice President of Strategy and Operations at Zeitview, to explore the intersection of operations, artificial intelligence, leadership, and sustainable growth in high-risk, high-impact industries. Jocelyne shares her journey from engineering and large-scale food manufacturing at Maple Leaf Foods and PepsiCo, through consulting at Bain & Company, to leading AI-powered infrastructure inspections at Zeitview. Along the way, she reveals the surprising through line that connects manufacturing, data, and modern asset intelligence, and how operational discipline becomes the foundation for innovation. Together, they dive into how AI is transforming industries like solar, wind, and utilities through aerial imaging and anomaly detection, how leaders balance long-term strategy with short-term execution, and why people, not just processes or technology, remain the true drivers of performance. This conversation blends sharp operational insight with grounded leadership philosophy, offering listeners a masterclass in building systems that scale, teams that thrive, and businesses that plant trees for the future. You’ll hear about:
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| Success Leaves Clues: From the Vault - Redefining Leadership and the Future of Work with guest Jodi Kovitz, CEO of the Human Resources Professionals Association (HRPA) | 27 Nov 2025 | 00:31:46 | |
In this From the Vault episode of Success Leaves Clues, hosts Robin and Al sat down with Jodi Kovitz, CEO of the Human Resources Professionals Association (HRPA), to explore how empathy, innovation, and inclusion are redefining leadership in today’s workplace. Jodi shares her insight on why HR leaders must have a strategic seat at the table to influence the future of work. Drawing on her experience leading HRPA through transformation, she discusses how people-first leadership fuels performance, why empathy and accountability can coexist, and how hybrid work, AI, and generational diversity are changing what it means to lead. This conversation is a masterclass in modern leadership, showing how purpose-driven strategy and human connection can drive both organizational success and national prosperity. You’ll hear about:
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| Success Leaves Clues: From the Vault - Building People-First Startups and Authentic Leadership with Jenny do Forno, Chief People Officer at TouchBistro | 20 Nov 2025 | 00:49:07 | |
In this From the Vault episode of Success Leaves Clues, hosts Robin and Al sit down with Jenny do Forno, Chief People Officer at TouchBistro, to explore how curiosity, courage, and authenticity define modern leadership. Jenny shares her inspiring journey from executive search to startup builder to venture advisor, offering hard-won lessons from 25 years of helping founders scale with purpose. As someone who’s helped launch companies from napkin sketches to successful exits, she reveals what makes great leaders, why culture must be built early, and how authenticity and communication can transform a business from the inside out. Together, they unpack the emotional highs and lows of startup life, how to lead through uncertainty, and the importance of saying “yes” to growth even when you’re not fully ready. You’ll hear about:
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| Success Leaves Clues: Ep274 - Redefining Retirement for the Modern Workforce with guest Connor Bays, Head of Sales and Partnerships at Common Wealth Retirement | 13 Nov 2025 | 00:30:53 | |
In this episode of Success Leaves Clues, host Robin Bailey and co-host Al McDonald sit down with Connor Bays, Head of Sales and Partnerships at Common Wealth Retirement, to explore how technology, inclusion, and purpose are reshaping financial wellness and the future of retirement. Connor shares his journey as a competitive runner turned mission-driven leader helping Canadians achieve lifelong financial security. Through his work at Common Wealth, he’s redefining how small and mid-sized businesses can offer accessible, high-impact retirement plans that support employee wellbeing and retention. Together, they dive into the realities of financial stress, the misconceptions about cost and complexity in group retirement programs, and the profound shift from viewing retirement as an ending to embracing it as a new beginning. This conversation blends insight and empathy, showing how small changes in how we save, educate, and communicate about money can spark long-term transformation, for both employees and employers. You’ll hear about:
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| Success Leaves Clues: Ep273 - The Art of People, Potential, and Purpose with guest Jessica Pezim, Client Partner at Bedford Consulting Group | 06 Nov 2025 | 00:34:11 | |
In this episode of Success Leaves Clues, host Robin Bailey and guest co-host Cory Chadwick sit down with Jessica Pezim, Client Partner at Bedford Consulting Group, to explore how leadership, culture, and human connection shape organizational success. Jessica shares her journey from practicing securities law to leading executive search and leadership advisory at Bedford. With a unique background spanning law, finance, and talent strategy, she brings deep insight into how the right leadership match can transform not just an organization but lives. Together, they discuss what it takes to hire beyond the résumé, build cultures that thrive on belonging, and navigate transformation with empathy and purpose. From AI-driven fear to family business dynamics, this conversation blends strategy with humanity, showing that careers are, at their core, deeply human stories. You’ll hear about:
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| Success Leaves Clues: Ep272 - Redefining Leadership Through Empathy and Inclusion with guest Mike Daser, Senior Vice President of Human Resources at Pure Technology | 31 Oct 2025 | 00:32:35 | |
In this episode of Success Leaves Clues, host Robin Bailey and guest co-host Cory Chadwick sit down with Mike Daser, Senior Vice President of Human Resources at Pure Technology, to explore what it means to lead with heart, empathy, and inclusion in today’s evolving workplace. With over 15 years of experience building cultures that balance people and performance, Mike shares powerful lessons from his time at Starbucks and Target, and how those experiences shaped his leadership philosophy. Known for his belief that great leadership starts with empathy, Mike opens up about his passion for supporting newcomers to Canada, building trust-first teams, and creating cultures where everyone feels seen, valued, and supported. From “Don’t move the mocha” to hiring for values over skills, this episode is packed with insight, authenticity, and heart. You’ll hear about:
If you’re an HR professional, business leader, or anyone passionate about people-first leadership, this conversation is a masterclass in leading with empathy, purpose, and connection. We talk about:
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| Success Leaves Clues: Ep271 - Never Waste A Good Crisis with guest Suzanne Knight, CEO of mBolden Consulting | 28 Oct 2025 | 00:38:14 | |
In this episode of Success Leaves Clues, host Robin Bailey and guest co-host Kristy Jones (Achievers) sit down with Suzanne Knight, CEO of mBolden Consulting and global keynote speaker, to explore what it really takes to lead through disruption, complexity, and change. Drawing from her executive experience at Walmart, Deloitte, and Philip Morris International, Suzanne reveals the real playbook for future-proofing leaders and organizations – one built on adaptability, resilience, and courage in the face of uncertainty. From starting her own firm to advising Fortune 500 companies on transformation and performance, Suzanne shares powerful insights on how to navigate setbacks, maintain culture during upheaval, and find opportunity in crisis. Her philosophy? Something will always go wrong, but the best leaders turn those moments into growth. You’ll hear about:
If you’re a business leader, HR professional, or entrepreneur looking to lead with purpose and stability in a rapidly changing world, this conversation is a must-listen. We talk about:
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| Success Leaves Clues: Ep270 - The Power of Mentorship & Meaning with guest Jennifer Hall, Vice President of Human Resources at ACCES Employment | 24 Oct 2025 | 00:34:49 | |
In this episode of Success Leaves Clues, host Robin Bailey and guest co-host Cory Chadwick sit down with Jennifer Hall, Vice President of Human Resources at ACCES Employment, to explore how empathy, integrity, and mentorship are shaping the future of leadership and organizational culture. Jennifer shares her journey from early career challenges to leading one of Canada’s most impactful not-for-profit organizations. She opens up about how living her values, fostering inclusion, and empowering her team have helped ACCES Employment transform thousands of lives every year. From overcoming fear and finding her voice to building mentorship programs that cultivate tomorrow’s leaders, Jennifer’s story is a masterclass in how courage, humility, and purpose-driven leadership create lasting impact. You’ll hear about:
If you are an HR leader, business owner, or aspiring change-maker seeking to build engaged teams, elevate culture, and lead with both head and heart, this episode offers the clarity and inspiration you’ve been looking for. We talk about:
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| Success Leaves Clues: Ep269 - Leadership, Legacy, and the Future of Law with Devin Persaud, Partner at Miller Thomson LLP | 21 Oct 2025 | 00:34:14 | |
In this episode of Success Leaves Clues, hosts Robin and Al sit down with Devin Persaud, Partner at Miller Thomson LLP and one of Canadian Lawyer’s Top 25 Most Influential Lawyers, to explore how the next generation of legal leaders is transforming the profession from within. Devin shares candid insights from his journey as a corporate and competition lawyer, advocate, and changemaker – from building sustainable firm cultures and balancing family life to driving greater representation and equity within the legal system. He discusses how mentorship, advocacy, and a collaborative mindset are reshaping the future of law in Canada, and why creating win-win outcomes is the ultimate mark of professional success. You’ll hear about:
If you are an HR leader, founder, or law student who wants to build healthier teams and a more inclusive profession, this episode shows how mentorship, balanced culture, and practical policy can shape a more competitive and humane legal landscape in Canada. We talk about:
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| Success Leaves Clues: Ep268 - Transforming Preventive Healthcare Through Lifestyle Medicine with guest Carl Aube, Co-Founder, Optimal U Inc. | 16 Oct 2025 | 00:38:53 | |
In this episode of Success Leaves Clues, hosts Robin and Al sit down with Carl Aube, Co-Founder at Optimal U Inc., to explore how lifestyle medicine is transforming preventive health across Canada. With over 25 years of experience in healthcare innovation, Carl shares how Optimal U is bridging the gap between public and private care – empowering individuals to take charge of their health through data-driven assessments, personalized care plans, and actionable lifestyle changes. Carl discusses how small, daily habits create measurable, long-term health outcomes, and how wearables, genetic testing, and AI are helping Canadians stay healthier longer. He also explains how employers can integrate lifestyle medicine into benefits programs to boost productivity, reduce absenteeism, and lower healthcare costs. This episode is a wake-up call for anyone who believes “ignorance is bliss” when it comes to their health, and an invitation to start planting the seeds of wellness today. You’ll hear about:
If you’re a benefits advisor, HR leader, or parent looking to better support families through smarter healthcare access, this episode will open your eyes to how innovation and empathy can work hand-in-hand to change the future of care in Canada. We talk about:
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| Success Leaves Clues: Ep267 - Bridging the Gap in Pediatric Healthcare with Adam Saperia, CEO of KixCare | 10 Oct 2025 | 00:27:05 | |
In this episode of Success Leaves Clues, hosts Robin Bailey and Al McDonald sit down with Adam Saperia, CEO of KixCare, Canada’s first and only dedicated virtual pediatric care platform. Adam shares how KixCare emerged from a team of physicians who saw a glaring gap during the pandemic—children were not being adequately served by generic virtual care. With a mission to deliver specialized, accessible, and trusted healthcare for kids, KixCare connects families across Canada with top pediatric experts, ensuring timely and compassionate support whether the concern is physical, developmental, or mental health–related. Adam discusses his path from healthcare innovation to entrepreneurship, the future of digital pediatrics, and how technology can enhance, not replace, the human connection in care. He also sheds light on how employers and insurers can help parents by integrating family-focused care into benefit programs, improving both workplace productivity and well-being. You’ll hear about:
If you’re a benefits advisor, HR leader, or parent looking to better support families through smarter healthcare access, this episode will open your eyes to how innovation and empathy can work hand-in-hand to change the future of care in Canada. We talk about:
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| Success Leaves Clues: Ep266 - Where Innovation Meets Compassion with guest Rochelle Hildebrand, Vice President at EHN Canada | 07 Oct 2025 | 00:29:47 | |
In this episode of Success Leaves Clues, hosts Robin Bailey and Al McDonald sit down with Rochelle Hildebrand, Vice President at EHN Canada, to explore how innovation and compassion are reshaping mental health and addiction treatment nationwide. After starting her career in marketing, Rochelle unexpectedly found her calling in mental health, and over the past 12 years, she’s become a driving force behind EHN Canada’s mission to deliver accessible, evidence-based care through both inpatient and virtual programs. Her story is a testament to how purpose, leadership, and innovation can intersect to change lives. Rochelle shares how EHN Canada balances technology and human connection, the evolution of virtual therapy since the pandemic, and what it takes to build strong cultures in high-impact care settings. She also reveals why she believes mental health benefits should be as universal and comprehensive as dental coverage, and how employers can play a transformative role in supporting their teams’ well-being. You’ll hear about:
If you’re an HR leader, benefits advisor, or business owner looking to strengthen employee well-being through better systems and strategies, this conversation will shift how you think about mental health in the workplace. We talk about:
Connect with Rochelle
Connect with Us
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| Success Leaves Clues: Ep265 - AI Mentorship & the Future of Work with Sachi Kittur, VP of Human Experience & Innovation at HRPA | 02 Oct 2025 | 00:26:53 | |
In this episode of Success Leaves Clues, hosts Robin Bailey and Al McDonald sit down with Sachi Kittur, Vice President of Human Experience & Innovation at HRPA and founder of GoCPG.ai. Recently named one of Canada’s Top 30 Most Inspiring Women in SME, Sachi brings over 20 years of experience scaling technology companies and building cultures that thrive at the intersection of talent, innovation, and strategy. From shaping the future of HR leadership to creating AI-powered mentorship platforms for food brands, Sachi offers a masterclass on how leaders can align culture and business growth in a rapidly changing world. You’ll hear about:
If you’re an HR leader, entrepreneur, or business owner looking to future-proof your organization with human-centered leadership and innovation, this conversation delivers both strategic insights and personal inspiration. We talk about:
Connect with Sachi
Connect with Us
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| Success Leaves Clues: Ep264 with guest Gavin Mosley, Founder @ GroupBenefitz Platform | 25 Sep 2025 | 00:41:31 | |
In this episode of Success Leaves Clues, hosts Robin Bailey and Al McDonald sit down with Gavin Mosley, founder of the GroupBenefitz Platform and one of Canada’s leading voices in private healthcare and executive benefits. With nearly two decades of experience at top insurance carriers and consulting firms, Gavin has made it his mission to simplify the complex world of group benefits and reshape how organizations think about proactive health access. From exploring the rise of private executive clinics to building insurance solutions that let Canadians access healthcare like their American counterparts, Gavin offers a masterclass in the future of employee benefits. You’ll hear about:
If you’re a business owner, benefits advisor, or HR leader curious about the next frontier of employee health and retention, this episode offers both a roadmap and inspiration for where the industry is headed We talk about:
Connect with Gavin
Connect with Us
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| Success Leaves Clues: Ep 263 - Building Cultures of Kindness with guest Margot Perlmutter, Head of HR @ CANNEX Financial | 23 Sep 2025 | 00:38:42 | |
In this episode of Success Leaves Clues, hosts Robin Bailey and guest co-host Corey Chadwick sit down with Margot Perlmutter, Head of HR at CANNEX Financial and certified executive coach. With more than 25 years of experience spanning advertising, camp leadership, SaaS, and fintech, Margot has built a reputation as a people-first leader who blends strategy, empathy, and business growth into every role she’s taken on. From her early days directing summer camps to navigating acquisitions in the tech world, Margot shares the lessons that shaped her career and the people-first philosophy that defines her leadership. You’ll hear about:
If you’ve ever wrestled with the balance between business goals and people needs, wondered how to retain top talent without “big firm” resources, or wanted to know what truly fuels a thriving culture, this conversation is packed with insights you can put into practice. We talk about:
Connect with Margot
Connect with Us
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| Success Leaves Clues: Ep 262 - Leading with Courage with guest Cheryl Kerrigan, Chief People Officer @ BlueCat | 18 Sep 2025 | 00:33:38 | |
In this episode of Success Leaves Clues, hosts Robin Bailey and Al McDonald sit down with Cheryl Kerrigan, award-winning Chief People Officer at BlueCat and one of Canada’s most admired HR leaders. With more than two decades of global experience, Cheryl shares her journey of stepping into roles before she felt “ready,” embracing failure as a teacher, and shaping workplace cultures where people and performance thrive. You’ll hear about:
If you’ve ever struggled with imposter syndrome, wondered how to foster a culture where people truly thrive, or wanted practical insights from one of Canada’s top HR leaders, this episode is filled with clues you’ll want to follow.
We talk about:
Connect with Cheryl
Connect with Us • LinkedIn: Robin Bailey and Al McDonald • Website: Aria Benefits and Life & Legacy Advisory Group | |||
| Success Leaves Clues: Ep261 - Leading with Intention with guest Sameer Dhar, CEO and co-founder of NiaHealth | 21 Aug 2025 | 00:32:48 | |
What if the real challenge the second time isn’t how to build, but why you’re building? In this episode of the Success Leaves Clues podcast, host Robin and co-host Al sit down with Sameer Dhar, CEO and co-founder of NiaHealth. Sameer shares his journey as a second-time founder, revealing the unique challenges of building again, this time with a deeper focus on purpose and impact. The conversation dives into how NiaHealth is reimagining healthcare by combining advanced diagnostics and a nurse-practitioner-led model with human empathy and proactive care. From leadership lessons to wellness rituals, Sameer opens up about what it takes to build something meaningful while staying grounded. The episode also explores how values like generosity, integrity, and service shape not just businesses, but legacies. Key Takeaways ✨ Starting a second business can be even harder, especially when you’re more intentional about doing it right. ✨ Meditation, journaling, and self-care are the secret weapons of resilient leadership. ✨ NiaHealth combines personalized testing and nurse-practitioner care with empathy at the core. ✨ Proactive Health is the Future. People want more than reactive care. ✨ Success isn’t just growth or exits, but also generosity, impact, and building with values. Connect with Sameer
Connect with Us • LinkedIn: Robin Bailey and Al McDonald • Website: Aria Benefits and Life & Legacy Advisory Group | |||
| Success Leaves Clues: Ep260 - Patient Empowerment, Health & Longevity with Lisa Miloszewski, Head of Business Development at RegenaLife | 07 Aug 2025 | 00:33:45 | |
What if the future of healthcare isn’t in more treatment, but in earlier detection? In this episode of Success Leaves Clues, host Robin Bailey and co-host Al McDonald sit down with Lisa Miloszewski, Head of Business Development at RegenaLife, a company bringing advanced diagnostic tools and regenerative medicine to the forefront of Canadian healthcare. Lisa opens up about her own experience with burnout, the limitations she saw in traditional healthcare, and why she’s passionate about putting power back in the hands of patients. From cutting-edge diagnostics to the growing role of AI in medicine, this conversation challenges us to rethink the way we approach chronic disease, prevention, and personal wellness. If you’re curious about how proactive, AI-enabled care is changing the way we take control of our health, tune in to learn how RegenaLife is helping Canadians rewrite the healthcare experience. Key Takeaways ✨ Lisa’s personal health crisis ignited a passion for early detection and self-advocacy. ✨ RegenaLife helps Canadians detect chronic conditions before symptoms appear, offering a new paradigm in care. ✨ Regenerative medicine supports the body’s natural ability to repair when given the right tools. ✨ AI and advanced diagnostics are transforming what’s possible in preventative care. ✨ The more people understand their options, the more agency they have over their long-term health. Connect with Lisa
Connect with Us • LinkedIn: Robin Bailey and Al McDonald • Website: Aria Benefits and Life & Legacy Advisory Group | |||
| Success Leaves Clues: Ep259 - Friendship First, Business Second - with Jeff Scheepers, Head of Sales and Owner at Clik-Clik Systems | 31 Jul 2025 | 00:31:53 | |
What happens when you trade a corporate ladder for entrepreneurial freedom? In this episode of Success Leaves Clues, hosts Robin and Al sit down with Jeff Scheepers, Head of Sales and Owner at Clik-Clik Systems. Jeff opens up about his leap from the structured world of big tech into the hands-on world of small business ownership. From building a company rooted in friendship to redefining success on his own terms, Jeff shares insights on leadership, listening, and staying true to your values. If you’ve ever wondered what it really takes to make the jump, or why it’s worth it, this is a great listen. Key Takeaways: ✨ How we build matters just as much as what we build. ✨ Leaving the corporate world gives you the freedom to act quickly, pivot fast, and own the outcomes, even the hard ones. ✨ In sales and leadership, true success starts with understanding others and that begins with listening. ✨ Future planning means being ready for curveballs, not just best-case outcomes. Connect with Jeff
Connect with Us • LinkedIn: Robin Bailey and Al McDonald • Website: Aria Benefits and Life & Legacy Advisory Group | |||
| Success Leaves Clues: Ep258 - From Learning to Lasting Change with guest Chris Taylor, founder and CEO of Actionable.co | 24 Jul 2025 | 00:47:42 | |
How do you turn training into transformation and make learning actually stick? In this episode of Success Leaves Clues, Robin and Al sit down with Chris Taylor, founder and CEO of Actionable.co, to explore one of the biggest challenges in corporate learning: turning knowledge into meaningful action. Chris shares the origin story of Actionable, the gaps he saw in traditional training, and how behaviour change—not just information—is the true measure of success. From navigating generational learning styles to leveraging AI in education, Chris unpacks how leaders can make learning stick, drive real performance, and create lasting change within their organizations. If you’re rethinking your approach to training or wondering how to align development with business results, this is a great listen. Key Takeaways ✨ Learning in Action – Actionable.co was founded to close the gap between knowledge and implementation in corporate training. ✨ Behavior Over Attendance – True success is measured not by participation, but by sustained behaviour change. ✨ Accountability Is Essential – Having a partner or system for follow-through dramatically increases the likelihood of change. ✨ Aligning with Impact – Training only works when it’s connected to real business objectives and desired outcomes. ✨ Tech With a Human Touch – AI can enhance education, but meaningful growth still depends on human connection and reflection. Connect with Chris
Connect with Us • LinkedIn: Robin Bailey and Al McDonald • Website: Aria Benefits and Life & Legacy Advisory Group | |||
| Success Leaves Clues: Ep257 - Proactive Healthcare & Legacy - with Dr. Hassan and Reham Sannoufi of La Vie Executive Health Centre | 17 Jul 2025 | 00:42:04 | |
What happens when purpose, partnership, and proactive care come together? In this episode, hosts Robin and Al sit down with Dr. Hassan and Reham Sannoufi, the husband-and-wife team behind La Vie Executive Health Centre. They share the personal stories that fueled their mission, the philosophy behind La Vie’s elevated and preventative care model, and how they balance business, family, and a shared commitment to reshaping healthcare. From childhood experiences that sparked a calling to the lessons of working side-by-side as partners in life and work, this conversation is as much about human connection as it is about clinical innovation. If you’ve ever wondered what it looks like to build a legacy of health, this conversation offers insight and inspiration. Key Takeaways ✨ Purpose-Driven Origins – Reham’s path to medicine was inspired by her father’s health crisis, shaping her passion for prevention. ✨ Proactive, Personalized Care – La Vie is redefining the patient experience with holistic assessments and root-cause medicine. ✨ Partnership in Practice – Hassan and Reham’s teamwork model is grounded in respect, shared vision, and continuous feedback. ✨ Legacy Through Wellness – La Vie is about long-term impact on patient lives and family health. ✨ Health Requires Accountability – Sustainable lifestyle change starts with commitment and a collaborative support system. Connect with Dr. Hassan & Reham Sannoufi
Connect with Us • LinkedIn: Robin Bailey and Al McDonald • Website: Aria Benefits and Life & Legacy Advisory Group | |||
| Success Leaves Clues: Ep256 - Unlearning is the New Superpower - with Leadership Coach Daneal Charney | 10 Jul 2025 | 00:28:35 | |
What if the biggest leadership shift isn’t about learning more, but unlearning what no longer works? In this episode of Success Leaves Clues, Robin Bailey and Al McDonald sit down with leadership expert Daneal Charney to explore what’s broken in traditional leadership training and how peer-led, AI-powered models are reshaping the way we develop tomorrow’s leaders. If you’re building leadership from the inside out, this episode is for you. Key takeaways: ✨ Leadership development should empower individuals to own their growth. ✨ Unlearning outdated models is just as important as learning new ones. ✨ Peer-to-peer learning fosters deeper accountability and connection. ✨ Real-time feedback, even when tough, is key to meaningful change. ✨ AI and tools like Yoodli and Monark are transforming the coaching experience. Connect with Daneal
Connect with Us • LinkedIn: Robin Bailey and Al McDonald • Website: Aria Benefits and Life & Legacy Advisory Group | |||
| Success Leaves Clues: Ep255 - Building a Culture of Mental Fitness - with guest Cory Chadwick, Founder of Lyceum | 03 Jul 2025 | 00:40:52 | |
How do you create a workplace where mental fitness is part of the culture, not just a crisis response? If you’re a growth-driven leader who thrives on continuous improvement, this episode is for you... This week on Success Leaves Clues, hosts Robin and Al reconnect with returning guest Cory Chadwick, founder of Lyseum, to explore how leaders can embrace continuous growth, shift from a fixed to a growth mindset, and lead by example when it comes to mental health. Cory shares why mental fitness is the missing piece in so many organizations and how even small, consistent changes can have a massive impact across teams, families, and communities. From aha moments to mindset traps, this conversation is packed with valuable insights for any leader seeking to build resilience, empathy, and lasting impact. Key takeaways: ✨ Next-Level Evolution – The transition from Mental Gym to Lyseum reflects a deeper commitment to proactive mental fitness. ✨ Lead Without a Title – Leadership is about influence, not hierarchy. Consistency and behaviour matter most. ✨ Mindset Matters – Shifting from a fixed to a growth mindset unlocks meaningful personal and professional development. ✨ No Time? No Excuse. – Even busy leaders can make space for growth with the right strategies. ✨ Normalize the Conversation – Talking openly about mental health builds trust and stronger team culture. Connect with Cory
Connect with Us • LinkedIn: Robin Bailey and Al McDonald • Website: Aria Benefits and Life & Legacy Advisory Group | |||
| Success Leaves Clues: Ep254 - Empowering HR: A New Approach to Leadership - with Chief People Officer, Kourtney Shelton | 26 Jun 2025 | 00:37:11 | |
What if HR wasn’t about red tape, but about trust, simplicity, and strategy? In this episode of Success Leaves Clues, hosts Robin and Al sit down with Chief People Officer and Culture Architect Kourtney Shelton, a seasoned HR executive and author of The HR Blueprint. Kourtney shares her refreshingly straightforward approach to HR, emphasizing the value of treating employees like adults, focusing on outcomes over policies, and building a culture of trust. From mentorship to strategic impact, this conversation will resonate with anyone who believes HR can and should be a powerful force for good inside an organization. Key takeaways: ✨ Keep it Simple – Effective HR doesn’t have to be complicated. Clarity beats complexity. ✨ Trust Over Control – Treating employees like adults builds better culture and accountability. ✨ Strategic Partner – HR belongs at the decision-making table, not just the compliance corner. ✨ Mentorship Matters – Developing future leaders starts with investing in the ones we have today. ✨ Legacy Thinking – Great leaders leave behind empowered people, not just polished policies. Connect with Kourtney
Connect with Us • LinkedIn: Robin Bailey and Al McDonald • Website: Aria Benefits and Life & Legacy Advisory Group | |||
| Success Leaves Clues: Ep253 - Midlife Matters: Navigating Health, Legacy & Leadership - with guest Lori Casselman, founder and CEO of June | 19 Jun 2025 | 00:39:29 | |
The conversation around women’s health is finally changing—and it’s about time. In this episode of Success Leaves Clues, hosts Robin and Al reconnect with Lori Casselman, founder and CEO of June, a virtual clinic dedicated to midlife women’s health. Lori shares how her personal health journey sparked the creation of June and speaks to the need for better access to care and open dialogue around menopause and aging. The conversation explores how partnerships, workplace support, and a focus on legacy can create meaningful change, not just for women today, but for generations to come. Key Takeaways: ✨ June is reimagining access to midlife women’s health through virtual care. ✨ Menopause is no longer a taboo topic—it’s entering workplace wellness conversations. ✨ Lori’s journey illustrates how personal experiences can lead to impactful innovation. ✨ Building strong relationships and partnerships is foundational in startup success. ✨ Legacy means creating a better, more empowered future for women. Connect with Lori
Connect with Us • LinkedIn: Robin Bailey and Al McDonald • Website: Aria Benefits and Life & Legacy Advisory Group | |||
| Success Leaves Clues: Ep252 - "The Heart of Hospice" with Dipti Purbhoo, Executive Director at The Dorothy Ley Hospice | 13 Jun 2025 | 00:38:16 | |
What if we embraced death not with fear, but with love, dignity, and thoughtful planning? In this powerful and moving episode, hosts Robin and Al sit down with Dipti Purbhoo, Executive Director of the Dorothy Ley Hospice, to explore the essential, but often overlooked, role of hospice and palliative care in our healthcare system. Dipti shares her personal journey into the world of hospice, emphasizing the importance of early access to palliative care, community support, and the compassionate legacy that end-of-life services offer. From demystifying death to advocating for a proactive healthcare approach, this conversation is a poignant reminder of what it truly means to care for others and for the legacy we leave behind. Key takeaways: ✨ Hospice is Heart Work – At its core, hospice care is about love, dignity, and showing up for people at their most vulnerable. ✨ Start Sooner, Not Later – Palliative care isn’t just for the final days; it can begin at diagnosis to support quality of life. ✨ Community is Essential – Volunteers, donors, and grief support services form the foundation of holistic, accessible care. ✨ Talk About It – Open conversations about end-of-life wishes empower families and reduce fear around death. ✨ Care is a Legacy – Success isn’t always about achievements—it’s the lasting impact of compassion, presence, and advocacy. Connect with Dipti
Connect with Us • LinkedIn: Robin Bailey and Al McDonald • Website: Aria Benefits and Life & Legacy Advisory Group | |||
| Success Leaves Clues: Ep251 - Building Community Through Innovation - with Qasim Virjee, Founder of StartWell | 05 Jun 2025 | 01:01:07 | |
What happens when you blend entrepreneurship, storytelling, and a deep sense of community? This week's guest has built a space and a movement that’s changing how we work, connect, and innovate. Hosts Robin and Al sit down with Qasim Virjee, a serial entrepreneur, storyteller, and founder of StartWell, a Toronto-based innovation campus redefining how we work, connect, and create. From his early days in Kenya to his multi-faceted career in media, music, and tech, Qasim shares a deeply personal and thought-provoking journey. He opens up about the evolution of StartWell, how the pandemic became a surprising catalyst for reinvention, and why community is at the heart of entrepreneurship. If you’re passionate about the future of work, education reform, or simply want to hear from someone who’s building more than just a business, this conversation is for you. Key takeaways: ✨ Work, Reimagined – StartWell blends co-working, media, and events to foster innovation and human connection. ✨ Rooted in Resilience – Qasim's journey from Kenya to Canada highlights adaptability, creativity, and entrepreneurial spirit. ✨ Education Needs a Shift – Canada’s school system must evolve to nurture entrepreneurial thinking and innovation. ✨ Community is the Brand – Storytelling and connection aren’t just marketing—they’re how trust and impact are built. Brought to you by Aria Benefits and Life & Legacy Advisory Group | |||
| Success Leaves Clues: Ep250 - STUDIO SPOTLIGHT - Redefining Success, Legacy & Leadership with Erik Simins, CEO & Co-Founder at Workwolf | 29 May 2025 | 00:37:45 | |
What if success wasn’t about climbing higher—but going deeper? If you’ve ever hit a big milestone and still felt… off, you’re not alone. In this episode, entrepreneur and CEO Erik Simins shares the raw truth behind building companies, facing burnout, healing generational trauma, and redefining what legacy really means. From his early days grinding through 15-hour workdays to building powerful experiences with his daughter over tea at The Plaza, Erik’s journey is a masterclass in creating a life that aligns with your values, not just your ambition. You’ll learn:
Whether you’re scaling your business or redefining what matters most, this episode will meet you right where you are—and help you take your next step with purpose. We talk about:
📺 Watch the full video episode on YouTube: https://youtu.be/OO-NWymQ3M4 Connect with Erik
Connect with Us • LinkedIn: Robin Bailey and Al McDonald • Website: Aria Benefits and Life & Legacy Advisory Group | |||
| Success Leaves Clues: Ep249 - The Power of Co-Creating Workplace Culture - with Jess Johannson, CHRO at Canada Goose | 22 May 2025 | 00:34:52 | |
Culture isn’t something you hand down—it’s something you build together. In this episode, Robin and Al sit down with Jess Johannson, Chief Human Resources Officer at Canada Goose, for an insightful conversation on shaping company culture in today’s evolving workplace. Jess shares why authenticity, employee voice, and shared ownership are critical to building a strong organizational foundation. They explore how post-COVID expectations are reshaping HR strategies, the importance of measuring engagement, and how investing in development and flexibility is key to attracting and retaining top talent. Jess also opens up about the lessons learned from career challenges and the long-term mindset required to plant the seeds of culture for future generations. 💡 Key takeaways: ✨ Culture is Co-Created – Building culture with employees ensures alignment and authenticity. ✨ Listen, Then Lead – Trust and engagement grow when leaders truly listen and admit what they don’t know. ✨ Invest in People – Development, flexibility, and diverse offerings drive retention and performance. ✨ Growth Through Challenges – Personal and cultural growth often stem from obstacles and shared experiences. ✨ Think Long-Term – Planting foundational “trees” today creates opportunities for tomorrow’s teams. A must-listen for HR leaders, founders, and anyone shaping the future of work. 🎧 Brought to you by Aria Benefits and Life & Legacy Advisory Group | |||
| Success Leaves Clues: Ep248 - Leading Through Growth - with Jenny do Forno, Chief People Officer, Touch Bistro | 15 May 2025 | 00:49:07 | |
What makes a startup thrive through rapid growth? According to this week’s guest, it starts with communication, culture, and courageous leadership. Join us on Success Leaves Clues as Robin and Al sit down with Jenny do Forno, Chief People Officer at TouchBistro, for a powerful conversation on leading people-first organizations, especially during high-growth phases. Jenny shares lessons from her remarkable career in People & Culture, from learning under great leaders to facing the realities of scaling fast. She speaks candidly about overcoming imposter syndrome, embracing opportunities, and why early investment in HR is critical for startup success. The conversation also unpacks the evolving needs of today’s workforce and how leaders can build a legacy that empowers the next generation. "Optimize for who you work for." ~ Jenny do Forno Key takeaways: ✨ Say Yes & Grow – Taking chances and saying yes opens doors to personal and professional growth. ✨ Start With People – Founders should bring in HR early to build aligned, scalable cultures. ✨ Communication Is Everything – Clear, consistent communication is the cornerstone of alignment and trust. ✨ Authentic Leadership Wins – Self-awareness, reflection, and humility are traits of impactful leaders. Whether you’re scaling a startup or leading a growing team, Jenny’s insights offer a roadmap for building stronger cultures and lasting impact. 🎧 Brought to you by Aria Benefits and Life & Legacy Advisory Group | |||
| Success Leaves Clues: Ep247 - From Adversity to Advantage - with guest Jeff Waldman, Founder of ScaleHR | 08 May 2025 | 00:27:29 | |
What happens when personal adversity meets professional leadership? On this episode of the Success Leaves Clues podcast, hosts Robin and Al sit down with Jeff Waldman, founder of ScaleHR, to explore how personal stories and community shape success in the HR world. Jeff opens up about how his hearing loss became a professional superpower, offering a powerful lens through which he’s navigated adversity and led change. From the power of community in HR to the transformative role of AI, Jeff’s story is both inspiring and deeply practical. He emphasizes the value of aligning with clients who share your values, taking bold risks, and creating space for mentorship and meaningful relationships. "...start to become more attuned to what other people face.” – Jeff Waldman Key Takeaways: ✨ Community is essential for learning and growth in HR ✨ Hearing loss and adversity can become leadership superpowers ✨ Aligning values with clients leads to healthier work relationships ✨ AI is reshaping HR operations and talent strategy ✨ Taking risks and owning your personal story empowers career growth 🎧 Brought to you by Aria Benefits and Life & Legacy Advisory Group | |||
| Success Leaves Clues: Ep246 - Think Big, Build Smart - with guest Clive Kinross, CEO and Co-founder, Propel Holdings | 01 May 2025 | 00:36:55 | |
On this episode of the Success Leaves Clues podcast, hosts Robin and Al sit down with seasoned entrepreneur Clive Kinross, CEO and co-founder of Propel Holdings, for a candid conversation about entrepreneurship, resilience, and legacy. Clive shares his journey from immigrant entrepreneur to tech leader, emphasizing the challenges faced along the way and the power of perseverance. He discusses the importance of building teams with complementary skills, creating redundancy in business systems, and staying motivated through a competitive spirit. Clive also highlights the role of mentorship and the meaningful impact of surrounding oneself with successful, driven individuals. "Ultimately, there's no substitute for hard work." ~ Clive Kinross ✨ Resilience is vital—every entrepreneur faces tough days ✨ Surrounding yourself with successful people fosters growth ✨ Redundancy in business systems is a smart safeguard ✨ Mentorship and complementary team skills fuel success ✨ Human connection lies at the heart of lasting impact Brought to you by Aria Benefits and Life & Legacy Advisory Group | |||
| Success Leaves Clues- Ep245: 'People, Purpose & AI' with guest Nora Beatty, VP of People Operations at Cohere | 24 Apr 2025 | 00:32:24 | |
How do you build strong teams while navigating rapid growth and the rise of AI? In this episode of Success Leaves Clues, Robin and Al sit down with Nora Beatty, VP of People Operations at Cohere, one of Canada’s leading AI companies. Nora shares her inspiring career journey—from her early passion for PeopleOps (inspired by her mom) to leadership roles at Oracle, FreshBooks, and now at the forefront of innovation in AI. The conversation explores how AI is reshaping the workforce, the role of PeopleOps in a high-growth startup, and how companies can better support employees in balancing career and family life. Nora also highlights the importance of addressing generational dynamics and being intentional during times of transformation. Key takeaways: ✨ AI as an Enabler – AI isn’t here to replace employees; it’s here to enhance creativity and capability. ✨ Growth with Purpose – Rapid expansion requires strategic trade-offs and strong people leadership. ✨ Supporting the Whole Employee – Balancing family, career, and mental well-being is a must for long-term success. ✨ Generational Awareness – Understanding workplace dynamics across age groups improves collaboration and leadership. ✨ Timing is Everything – Bringing in PeopleOps at the right moment can shape a company’s future. This episode is a must-listen for leaders, founders, and PeopleOps professionals navigating the evolving intersection of tech, people, and purpose. 🎙️ 🎧 Brought to you by Aria Benefits and Life & Legacy Advisory Group | |||
| Success Leaves Clues: Ep244 —Breaking Barriers & Building Legacy—with guest Jenn Gebel, Director of Operations at Patlon Aircraft | 17 Apr 2025 | 00:25:43 | |
Success isn’t just about reaching the top—it’s about how you get there. In this episode of Success Leaves Clues, Robin and Al sit down with Jenn Gebel, Director of Operations at Patlon Aircraft, to explore her remarkable career in the aerospace industry, the lessons learned along the way, and her commitment to fostering a more inclusive future. Jenn shares her experiences navigating a male-dominated field, the importance of self-advocacy, and how daily reflection and values-based leadership have shaped her professional growth. From mentorship to meaningful connections, the conversation highlights the personal and professional traits that have helped her thrive—and how she’s paying it forward by championing diversity, equity, and inclusion in aerospace. "You need to speak up and seize those opportunities." ~ Jenn Gebel Key takeaways: ✨ Self-Advocacy Matters – Speaking up and owning your path is essential to growth. ✨ Mentorship is Powerful – Guidance and support are key to overcoming challenges. ✨ Reflection Fuels Growth – Daily reflection helps align values and purpose. ✨ Breaking Barriers – Thriving in a male-dominated space requires courage and perseverance. ✨ Legacy & Inclusion – Creating opportunity for future generations is a lasting success. This episode is a must-listen for anyone passionate about leadership, resilience, and paving the way for others. Brought to you by Aria Benefits and Life & Legacy Advisory Group | |||