Back

Explore every episode of the podcast BreakOut Podcast

Dive into the complete episode list for BreakOut Podcast. Each episode is cataloged with detailed descriptions, making it easy to find and explore specific topics. Keep track of all episodes from your favorite podcast and never miss a moment of insightful content.

Rows per page:

1–44 of 44

TitlePub. DateDuration
43 | Q3 Talent Trends - The employer’s market myth, return-to-office dilemma, role of AI in TA15 Oct 202400:50:58

Summary:

In this episode of The Breakout Podcast, Jake and Gareth discuss trends and changes in the job market, primarily focusing on the aftermath of recent layoffs and the subsequent adjustment of job seekers and companies. They delve into the return-to-office debates, AI's role in recruitment, and the shifting dynamics between employees and employers. With a sector-specific approach, the episode explores the market's gradual recovery, the implications of major companies enforcing in-office work, and how AI might shape talent acquisition. Additionally, the hosts provide insights into enhancing individual marketability amidst these evolving trends.


Timestamps:

02:19 Layoffs and Talent Management

04:42 Return to Office Mandates

12:10 The Return to Office Dilemma

17:12 Employer's Market Myth

22:55 Advice to Candidates

29:36 Overcoming Hesitations and Misconceptions About Recruiters

30:41 The Harsh Realities of Job Market Competition

33:46 Strategic Job Search: Planning Ahead

40:14 AI’s Role in Hiring

48:09 Final Thoughts and Predictions


Resources: 

Global AI Skills Outlook 

https://lightcast.io/resources/research/the-lightcast-global-ai-skills-outlook

AI as a New Labor Market

https://www.nfx.com/post/ai-workforce-is-here?fbclid=IwY2xjawE6bxdleHRuA2FlbQIxMQABHecTIBhACR395oyPLmn44YLg9zsAn4Y_sfZBie9vpqxkICrhGScGEa5P5g_aem_qZBeic_s3sKJ1XxYJKJqrA

Future of Recruiting 2024

https://business.linkedin.com/talent-solutions/resources/future-of-recruiting?utm_source=substack&utm_medium=email 

RTO: How to Lose Your Best Performers

https://sloanreview.mit.edu/article/return-to-office-mandates-how-to-lose-your-best-performers/ 

RTO Drives Out Talent

https://www.hrdive.com/news/despite-driving-out-talent-companies-continue-rto-mandates/717561/#:~:text=Experts%20on%20labor%20and%20workplace,after%20mandating%20on%2Dsite%20work

Amazon RTO Letter from Andy Jassy

https://www.aboutamazon.com/news/company-news/ceo-andy-jassy-latest-update-on-amazon-return-to-office-manager-team-ratio 

Top Talent Hard to Find, Harder to Keep from Workday

https://blog.workday.com/en-us/workday-global-workforce-report-1H24.html?utm_source=substack&utm_medium=email 


Listen to the Breakout Podcast: Apple|Spotify

Let us know what else you’d like to hear & see covered: contact@outscout.io

Connect with Gareth - https://www.linkedin.com/in/gareth-webb-outscout/ Connect with Jake - https://www.linkedin.com/in/jake-gorgol/

See how OutScout can help you smash your hiring goals - https://www.outscout.io/


42 | Best Fit First - Steal our Framework for Finding Top Senior Level Tech Talent 10 Sep 202400:50:41

Summary:

In this episode of The Breakout Podcast, Jake and Gareth discuss the evolution of their podcast and introduce a new methodology called 'Best Fit First.' This process focuses on a proactive approach to talent acquisition, emphasizing the importance of defining clear job criteria and targeting perfect-fit candidates from the start, rather than relying on inbound applications. They explain how this method can save time, reduce noise, and improve hiring outcomes by focusing on quality over quantity. The episode covers topics like the importance of preparation, the significance of targeted outreach, and the use of various tools to streamline the process. Gareth also shares real-world examples and practical tips for implementing this approach in any organization.


Timestamps:

00:55 Evolving Podcast Format and Episode Overview

03:06 Introducing the 'Best Fit First' Framework

05:40 Defining the Role and Calibration Process

08:02 Flipping the Funnel: A New Approach to Talent Search

14:10 Ensuring Diversity and Eliminating Bias

19:54 The Importance of Metrics and Response Rates

23:54 Engaging the Marketplace and Follow-Up Actions

26:47 Key Responsibilities and Company Size

27:35 Interpreting Profiles and Customer Excitement

28:50 Challenges in Hiring and Interviewing

30:44 Remote Work and Location Preferences

33:46 The Importance of Outreach

34:26 Effective Tools and Techniques for Outreach

37:48 Ethics and Challenges in Outbound Recruiting

42:58 Best Fit First Approach

47:41 Conclusion and Final Thoughts



Listen to the Breakout Podcast: Apple|Spotify

Let us know what else you’d like to hear & see covered: contact@outscout.io


Connect with Gareth - https://www.linkedin.com/in/gareth-webb-outscout/

Connect with Jake - https://www.linkedin.com/in/jake-gorgol/


See how OutScout can help you smash your hiring goals - https://www.outscout.io/



33 | Scout this - Head of Design @ Series A Ed-Tech15 Aug 202300:23:30

In this episode of Breakout Podcast on their 2nd Mini Series of Scout this. Jake Gorgol and Gareth Webb discuss the challenges of hiring designers and shared strategies for attracting top talent. Gareth emphasizes the importance of not limiting candidates based on specific experience but considering a range of skills and backgrounds.


This episode also highlights the value of consistency in hiring practices. Tune in to gain insights on building teams confidently in early and growth-stage companies.



[00:03:58] Low volume of applicants.

[00:06:32] Lead the design strategy.

[00:09:19] Addressing compensation and job requirements.

[00:15:01] A good profile for targeting.

[00:15:41] Inconsistency in sourcing methodology.

[00:20:46] A focused list.

[00:23:02] tips for average LinkedIn Users

Listen to the Breakout Podcast: Apple|Spotify

Let us know what else you’d like to hear & see covered: contact@outscout.io


Connect with Gareth - LinkedIn

Connect with Jake - LinkedIn 


See how OutScout can help you smash your hiring goals - https://www.outscout.io/


32 | Scout this - Marketing Manager @ Early-Stage Healthtech Startup01 Aug 202300:35:55

Welcome to Scout this - The first of our mini-series where we break down open positions and build out rough searches for growing early-stage companies that are currently hiring. 

In this episode, they discuss the challenges of sourcing and hiring for early-stage companies. They explore the difficulties companies face without a dedicated sourcing team and the importance of understanding the hiring process and attracting and retaining the right talent. Tune in to gain insights and best practices for building teams confidently in a startup environment.


Want an open position scouted for your business? Send an email to contact@outscout.io for a chance to be featured! We’ll help to break down where you may not be getting traction and build out an initial search.

Listen to the Breakout Podcast: Apple|Spotify

Let us know what else you’d like to hear & see covered: contact@outscout.io


Connect with Gareth - LinkedIn

Connect with Jake - LinkedIn 

See how OutScout can help you smash your hiring goals - https://www.outscout.io/

31 | The Inclusive Hiring Playbook: From Role Scoping to Fair Compensation - Jenn Gardner @ CharterUp20 Jun 202301:12:06

In this episode, Gareth Webb sits down with Jenn Gardner to talk everything about building successful teams - creating effective position definition & evaluation, promoting DEI in hiring, enhancing interviewing & assessment practices, and driving salary transparency and compensation alignment.


CHAPTERS

[01:20] Jenn’s background at CharterUp and prior experience

[03:15] CharterUp’s unique value prop in the transportation market

[07:06] Bringing people together - defining as culture vs community

[10:00] What has Jenn done to counter “feeling on an island” 

[16:26] Defining and building out positions for critical hires

[17:51] Every role gets a scorecard

[21:07] The problem with job specs 

[22:33] Combating those opposed to setting up scorecards & putting in the upfront work

[24:51] DEI - making the position more accessible to all types of talent
[27:37] DEI - interview & assessment

[31:02] Maintaining a consistent interview process to avoid biases

[35:07] Live interview training

[36:04] How to dig out actual performance from good interviewers

[42:09] Salary/compensation transparency

[45:01] Tools to help benchmark comp

[54:37] Leading as an example and being clear with communications 

[01:01:23] Advice to founders regarding salary compensation and transparency

[01:08.27] What is more difficult than it needs to be when it comes to hiring 

[01:10:19] Where to Connect with Jenn

[01:11:12] Closing Remarks


RESOURCES MENTIONED

Pave - real-time compensation data - https://www.pave.com/ 

Carta - equity benchmarking - https://carta.com/ 

Gravie - benefits platform - https://www.gravie.com/ 


Listen to the Breakout Podcast: Apple|Spotify


Let us know what else you’d like to hear & see covered: contact@outscout.io


Connect with Jenn - LinkedIn
Connect with Gareth - LinkedIn

Connect with Jake - LinkedIn

See how OutScout can help you smash your hiring goals - https://www.outscout.io/

30 | From Offices to Open Spaces: Navigating Remote Work Trends - Gordon Smith @ HubbleHQ06 Jun 202300:50:42

In this episode, Gareth Webb sits down with Gordon Smith to talk about how to successfully navigate remote and hybrid work preferences, creating in-office time employees will value, and advice for early stage founders and team leaders in the remote work era. 


CHAPTERS

[01:11] Gordon’s background responsibilities @ Hubble

[02:40] Why Gordon joined - future of work

[06:25] Companies working with Hubble

[07:30] Hubble's "office" offering  

[09:29] Various trends & solutions

[11:41] Differing views on hybrid company & executives.

[14:23] Common theme among companies doing it well?

[18:33] Do you think companies still like a “branded up” environment that is theirs?

[22:01] What trends are you seeing?

[23:56] Trends - mismatch in companies thinking they can get a good deal

[27:53] What advice do you have for founders on office space

[36:57] Making companies understand their data and its usage for an efficient solution

[39:21] Has power shifted back to the employer?

[40:46] What’s more difficult than it needs to be

[47:07] Anyone we should have on the podcast?

[48:47] Where to Connect with Gordon

[49:29] Closing Remarks


Listen to the Breakout Podcast: Apple|Spotify


Let us know what else you’d like to hear & see covered: contact@outscout.io


Connect with Gordon - LinkedIn
Connect with Gareth - LinkedIn

Connect with Jake - LinkedIn


See how OutScout can help you smash your hiring goals - https://www.outscout.io/

29 | Crafting your career: How to build a resume that sells - Gareth Webb on The Sales Syndicate Podcast23 May 202301:02:39

In this episode, Gareth Webb sits down with Jamie Pagan on The Sales Syndicate Podcast to break down five strategies you can use to help craft your career and your resume as you look for your next opportunity.

TIMESTAMPS
[04:24] Current market conditions (the negatives)
[06:30] Current market conditions (the positives)
[07:50] Companies overindulged
[10:00] Why companies avoid hiring laid-off candidates & why it’s a mistake
[14:00] Viewing interviews as pattern recognition
[17:00] #1 - Importance of showcasing grit
[23:30] Career strategy 101
[26:30] #2 - Importance of documenting your success from day 1
[33:00] How can you combat showing proof or evidence of success
[37:10] #3 - Showcasing impact
[48:00] #4 - Self-investment
[59:00] Recap of resume builders

Link to the Sales Syndicate Podcast: Spotify|Apple

Listen to the Breakout Podcast: Apple|Spotify

Let us know what else you’d like to hear & see covered: contact@outscout.io

Connect with Gareth - LinkedIn
Connect with Jake - LinkedIn

See how OutScout can help you smash your hiring goals - https://www.outscout.io/

28 | Building a Successful Remote Team - Insights from Adii Pienaar - Founder @ Cogsy09 May 202300:42:53

Join Gareth as he sits down with Adii Pienaar, a successful 3x founder who is currently building Cogsy, a cutting-edge e-commerce inventory and demand planning tool. Adii opens up about his incredible journey, sharing valuable insights and experiences in various aspects of entrepreneurship, including hiring and screening for top talent, building a remote team, and cultivating a strong and healthy culture.

TIMESTAMPS
[00:00:58] Adii’s background in e-commerce
[00:05:53] Building a successful remote team pre-pandemic
[00:09:53] Automatic’s acquisition of WooCommerce
[00:13:11] Get intentional about culture and values from day one
[00:15:37] Why a hybrid work model is hard to pull off
[00:20:27] Why you should over-index on soft skills when hiring
[00:27:54] The Cogsy team background
[00:29:13] How to compete for talent outside of salary
[00:31:55] The desire to keep building companies - when ego can be channeled positively
[00:36:27] Advice for founders currently building
[00:40:11] What’s harder than it needs to be when it comes to hiring?

Listen on Apple | Listen on Spotify

Let us know what else you’d like to hear & see covered: contact@outscout.io

Connect with Adii - LinkedIn
Connect with Gareth - LinkedIn
Connect with Jake - LinkedIn

See how OutScout can help you smash your hiring goals - https://www.outscout.io/

27 | Hiring for Success: Insider Tips on Technical Recruiting - Stefanie Sher @ Replicated20 Apr 202300:52:29

In this episode, Stefanie Sher, Director of Talent Acquisition at Replicated, shares her insights on how to lead with credibility in a technical recruiting space, advice for hiring managers to avoid "bad practices," and how to influence them with data and cost-benefit analysis. She also discusses the current market landscape and the challenges of finding the ideal profile for hiring, especially in the context of diversity hiring. Stefanie also shares her favorite HR tech stack tools and discusses the role of AI in recruiting. 

26 | A CPO's Guide to Finding & Hiring Great Product Managers - Jonas Boli @ Phil01 Feb 202300:39:49

Joining us today is Jonas Boli, Chief Product Officer @ Phil - a Series D startup streamlining access to medications. 

In today’s episode, we dive into Jonas’ background at Zillow, his journey to CPO, what traits he looks for when hiring product managers and advice for aspiring CPOs. 

  • [01:03] Jonas's Background
  • [02:20] About Phil
  • [08:45] Jonas’s longevity with Zillow
  • [12:55] Experience and benefits of working with Microsoft 
  • [15:33] Jonas's move from engineering to product
  • [17:06] Key things you look for when hiring a product manager's
  • [19:25] Signals or red flags when hiring a product manager
  • [27:08] Standout traits of product professionals
  • [30:19] Advice for people aspiring to become CPOs 
  • [33:50] Jonas's product trends predictions for 2023
  • [35:40] Team building practices to enhance productivity in 2023


Related Episodes

25 | Q&A - Hiring for small teams, tools to determine compensation ranges, getting creative with offers15 Dec 202200:27:47
In this episode, Gareth Webb answers hiring questions including how to get started with a small team, compensation ranges, and being transparent on your company's unique value proposition.
24 | Talent Strategies from Midmarket and Enterprise Tech Leaders - BreakOut Live - Austin, TX08 Dec 202201:04:49
Tune into this recording (pt 2) from the very first BreakOut Live event hosted in Austin, TX this past May. Hear from talent acquisition leaders from LinkedIn, Dialpad, and Axon, what priorities they are focused on, and what they do to set themselves apart and compete for top talent.
41 | Developing Privacy-Focused AI for Regulated Industries with Sam Hart @ Hathr13 Aug 202400:37:48

In this episode of the Breakout Podcast, Gareth converses with Sam Hart, founder of AI startup Hathr. Sam discusses his diverse career path from being a pilot in the U.S. Air Force to his work in government consulting, dealing with multimillion-dollar acquisition programs, and finally founding Hathr to provide privacy-focused AI solutions. The conversation delves into the challenges and virtues of bootstrapping a startup, the value of an MBA, and the importance of maintaining a balanced mindset amidst the highs and lows of entrepreneurship. Sam's mission is to offer secure AI tools that protect privacy, aiming to disrupt Big Tech’s monopolistic hold on data. The episode also reflects on the benefits of military discipline in entrepreneurial ventures and provides insights into future plans and visions for Hathr.


Timestamps:

00:00 Is the MBA Worth It?

00:40 Introducing Sam Hart and Heather AI

01:24 Sam's Career Journey

04:09 The Value of an MBA

10:25 Building a Privacy-Focused AI Startup

14:20 Bootstrapping and Funding Challenges

18:51 Reflecting on Sales and Traction

19:39 Navigating Regulatory Changes in AI

20:19 Staying Informed in the Industry

21:25 The All-In Podcast and Business Insights

23:58 Balancing Privacy and Usability

27:41 Remote Work and Building Culture

29:11 Military Lessons in Entrepreneurship

32:14 Challenges and Highs of Entrepreneurship

35:11 Quarterly Goals and Team Meetups

36:52 Final Thoughts and Future Plans


Listen to the Breakout Podcast: Apple|Spotify

Let us know what else you’d like to hear & see covered: contact@outscout.io


Connect with Gareth - https://www.linkedin.com/in/gareth-webb-outscout/

Connect with Sam - https://www.linkedin.com/in/samuel-e-hart/


Visit Hathr’s Website - https://hathr.ai/


See how OutScout can help you smash your hiring goals - https://www.outscout.io/


23 | Reality Check - Q4 Hiring Market Updates01 Dec 202200:18:56
Tune in to get an update on the latest data on key economic indicators, high-growth tech hiring trends, how this compares to news headlines, and where companies are currently prioritizing their hiring resources.
22 | How AI Can Help You Make More Objective Hiring Decisions - Christoph Hohenberger @ Retorio24 Nov 202200:50:24
In this episode, we've got Christoph Hohenberger co-founder of Retorio, a startup building video AI to help bring objectivity to hiring and coaching across organizations.
21 | Talent Strategies for Early Stage Startups - BreakOut Live - Austin, TX17 Nov 202201:05:15
Tune into this recording (pt1) from the very first BreakOut live event hosted in Austin, TX this past May. This was recorded right as the hiring market began to halt, causing venture-funded startups to pause and rethink their hiring approach. Many of these conversations remain incredibly relevant as we continue to navigate uncertain market conditions.
20 | Getting Ahead of the Tech Talent Skills Gap - Tracie Giles @ PagerDuty10 Nov 202200:59:19
In this episode, Gareth Webb speaks with Tracie Giles, VP of Talent Acquisition at PagerDuty - a global SaaS company that deploys real-time operations and incident response products for companies such as Slack, Zoom, and Salesforce. Gareth and Tracie discuss lessons learned in her career at VMware when it was in its hyper-growth stage, her point of view on the tech talent shortage and skills gap, how PagerDuty is working to work proactively address it, and much more.
19 | Going Beyond the Job Spec for More Effective Sourcing03 Nov 202200:36:46
In this episode, Gareth Webb discusses how to make the most of your sourcing process to ensure it is as effective as possible.
18 | 3 Pillars to a Proactive Sourcing Strategy27 Oct 202200:32:31
In this episode, we get Gareth's take on going from reactive to proactive recruiting, and frameworks to help set you and your team up for success in ensuring valuable time spent looking for candidates is not wasted.
17 | Hiring for Potential vs Expertise20 Oct 202200:36:32
In this episode, Gareth Webb dives into the nuances of hiring for potential vs expertise for tech companies.
16 | Effective Hiring Starts with Clearly Defined Processes13 Oct 202200:36:55
In this episode, Gareth Webb discusses where companies miss the mark on making hires effectively, and why getting ahead of it starts with a clear process.
15 | AI's Role in the Future of Hiring - Mark Gray @ Invisible Technologies06 Oct 202200:44:08
In this episode, Gareth Webb speaks with Mark Gray, Head of Hiring at Invisible Technologies - an "Ops as a Service" business focused on optimizing how leaders get work done through a flexible workforce and automation expertise. Gareth and Mark discuss their point of view on AI's place in hiring, how Invisible Technologies is paving the way, why hiring from big brands can have limitations, hiring for distributed organizations, and more.
14 | A Recruiter's Take on MBA Candidates29 Sep 202200:19:41
In this episode, we get Gareth's take on the MBA candidate profile, when companies typically prefer this experience, at what stage, and which functions are preferred.
40 | State of Hiring in 2024 with Dan Jackson @ OutScout30 Jul 202400:32:58

Summary:

In this episode of the Breakout Podcast, the hosts discuss the dynamic tech hiring market with Dan Jackson, OutScout's Director of Client Engagement and Investor Partnerships. The conversation covers the challenges of recruiting in a fluctuating market, key hiring trends for 2023, and predictions for the rest of the year. They delve into the performance and expectations for product marketing and sales roles, the impact of recent layoffs on talent acquisition, and the evolving demands of executive leadership hires. Dan also shares insights on how the external recruitment landscape is adjusting, and they both address the effects of company culture on attracting top talent. The discussion concludes with a reflection on the necessity of continuous market assessment and adapting to new technologies like AI to stay ahead.




Timestamps:

00:00 Introduction and Overview

00:40 Welcome to Breakout Podcast

01:07 Introducing Dan Jackson

01:21 State of Hiring: Mid-Year Review

02:41 Dan Jackson's Background

04:12 Key Hiring Data Points for 2023

07:10 Trends in Go-to-Market Hiring

12:07 Challenges in the Hiring Market

29:03 Market Predictions and Trends

32:24 Conclusion and Future Episodes


Listen to the Breakout Podcast: Apple|Spotify

Let us know what else you’d like to hear & see covered: contact@outscout.io


Connect with Gareth - https://www.linkedin.com/in/gareth-webb-outscout/

Connect with Dan - https://www.linkedin.com/in/dan-jackson-1a99b366/


See how OutScout can help you smash your hiring goals - https://www.outscout.io/

13 | How to Recruit Without a Well Known Brand22 Sep 202200:24:49
Gareth Webb discusses what early-stage startups without brand recognition need to get right to ensure their pitch and messaging cut through and attracts top talent.
12 | Reverse Engineering the Candidate Experience - Leif Wennerstrom @ Dialpad15 Sep 202200:53:22
In this episode, Gareth speaks with Leif Wennerstrom, VP of Talent Acquisition at Dialpad. Leif recently joined Dialpad after having helped scale Procore from 700 employees to 3400, including international expansion and an IPO.
11 | Job Boards May be Working Against You08 Sep 202200:24:40
Recent data suggests roughly 50% of applications come from job boards, but only 1% of hires are made through job boards. In this episode, we dive into how effective job boards are and what place they should have in your recruiting strategy.
10 | Setting Up Your External Hiring Partner for Success01 Sep 202200:13:30
Gareth Webb talks through ways to identify & vet an external hiring partner, and tips to make the most of your partnership.
09 | More Intentional Hiring in Today's Job Market25 Aug 202200:24:23
In this episode, we cover the most recent US job market data, what's happening in tech specifically, and ways to navigate & get intentional in your hiring.
08 | Unlocking Authentic Employer Branding at Scale - Gabrielle Mellon @ Axon18 Aug 202200:38:08
In this episode, Gareth Webb sits down with Axon's Senior Director of Talent Acquisition, Gabrielle Mellon, to discuss building an authentic employer brand at scale.
07 | Creating a More Positive Rejection Process11 Aug 202200:17:05
How do you deliver a rejection? An intentional approach to rejecting candidates is essential in creating a positive hiring process and overall candidate experience. This week, Gareth breaks down where companies miss the mark, and ways to ensure a more positive rejection process.
06 | Do You Need a Doer or a Leader?04 Aug 202200:28:43
When it comes to hiring for the role, too many companies want it all - 15 years of experience, but you need to be hands-on, get in the weeds, roll up your sleeves - and be able to effectively build and manage a team. Is this realistic? In this episode, Gareth breaks down his thoughts behind hiring a doer or manager, his approach, and questions employers and job seekers can ask themselves to find out what they really need.
05 | Building People Operations in Early Stage Startups - Natalie Ledbetter @ Boldstart Ventures28 Jul 202200:42:59
Gareth Webb brings in Natalie Ledbetter, Head of People and Platform at Boldstart Ventures, seed-stage VC focused on highly technical founder-led businesses. She has 20 years of experience focused on both early-stage and hyper-growth organizations. She works with founders to build and scale people-first companies concentrating on the end-to-end employee experience. In this episode, we discuss Natalie’s unique role in building out people ops in early-stage startups, where founders go wrong, how hiring and people needs evolve as companies scale, the rise of the chief of staff role, and more.
04 | Presenting and Negotiating a Job Offer21 Jul 202200:19:47
In this episode, Gareth Webb, OutScout's founder & CEO, discusses best practices in presenting a job offer to candidates, common mistakes being made, and ways to maximize the negotiation efforts on both sides.
39 | Adapting GTM for SaaS Transformation - Ernie Hu @ CAST Software16 Jul 202400:36:03

SUMMARY

In this episode of the Breakout Podcast, Ernie Hu, who holds a hybrid role of CRO and COO at CAST, shares his extensive experience in the software industry spanning three decades, including 20 years at IBM. 

Hu discusses CAST's journey to become the go-to name in software intelligence, referring to it as the MRI for software. He elaborates on the challenges and strategies of transitioning to a SaaS subscription model and the importance of specialization in sales. Hu emphasizes the need for alignment within teams and clear communication from leadership for successful execution. He also reflects on the fresh perspectives brought by private equity ownership and offers advice for aspiring Chief Revenue Officers. 

The conversation highlights the evolving sales culture and operational dynamics within a fast-growing, private equity-backed software company.


Timestamps:

[00:00:00] Defining and Leading a New Category [Cold Open]

[00:00:45] Welcome to the Breakout Podcast

[00:01:17] Meet Ernie Hu: Career and Role at CAST

[00:01:52] Understanding CAST: The MRI for Software

[00:04:57] Sales and Market Dynamics in the SaaS World

[00:05:20] Specialization and Sales Strategy at CAST

[00:13:09] Evolving Sales Culture and Compensation Plans

[00:20:22] Private Equity Influence and Business Evolution

[00:27:12] Leadership Insights and Final Thoughts


Listen to the Breakout Podcast: Apple|Spotify

Let us know what else you’d like to hear & see covered: contact@outscout.io

Connect with Gareth - https://www.linkedin.com/in/gareth-webb-outscout/ 

Connect with Ernie - https://www.linkedin.com/in/ernie-hu-6b06a4129/


See how OutScout can help you smash your hiring goals - https://www.outscout.io/

03 | Conducting an Effective Job Interview14 Jul 202200:27:20
Gareth Webb, OutScout's founder & CEO, discusses best practices and ingredients that lead to an effective job interview for both employers and candidates.
02 | How to Get More Intentional with Org Design07 Jul 202200:23:12
Gareth Webb, OutScout's founder & CEO, discusses getting more intentional with org design, structuring teams, and why more work upfront can save weeks throughout the process.
01 | The Current State of Hiring30 Jun 202200:18:47
Inflation, rising interest rates, and an uncertain geopolitical climate have sent the market into a frenzy, with several tech companies laying off a record number of employees. Hear from Gareth Webb, OutScout's founder & CEO, on the current state of the hiring market, and how recruiting teams and job seekers should be thinking differently.
00 | Introducing BreakOut with Gareth Webb28 Jun 202200:00:32
Quick intro discussing what this show is about and what you will learn when tuning in.
38 | A-Player Attraction: Stand-out Tactics with Taylor Robinson @ Searchworks LLC12 Dec 202300:44:52


In this episode, Gareth Webb sits down with Taylor Robinson - President of Searchworks LLC, an executive search company. Tune in for insights on ways you can increase your efficiency in attracting top talent, AI’s place in recruitment, and creating a white glove post-hire onboarding experience.

TIME STAMPS

02:00 Taylor’s background at Searchworks

04:00 Market conditions in 2023 and its impact on search

06:00 What lies ahead in 2024

09:00 Ways to differentiate yourself when reaching out to top talent

13:00 What you can do upfront to increase candidate attraction with a role

15:30 Why you should consider video when crafting JDs

18:30 Are you clearly answering “Why would someone want to work here?”

21:10 AI’s place in recruiting

28:30 Ensuring candidates have a successful first 90 days

32:15 Acting as a logical partner with hiring managers to make the best decision

36:00 What’s next for search/TA/staffing and how it fits into the future of work?

40:30 Final note on AI

42:00 Advice to those setting up a recruitment firm or team

Listen to the Breakout Podcast: Apple|Spotify

Let us know what else you’d like to hear & see covered: contact@outscout.io

Connect with Gareth - https://www.linkedin.com/in/gareth-webb-outscout/ 

Connect with Taylor - https://www.linkedin.com/in/taylorsrobinson 

See how OutScout can help you smash your hiring goals - https://www.outscout.io/


37 | Navigating Hyper-Growth: Insights on Scaling from 10 to 160 - Dan Wang @ Iterative Health28 Nov 202300:49:46

In this episode, Gareth Webb sits down with Dan Wang - VP, Finance & Operations at Iterative Health. Tune in for insights on challenges faced when scaling rapidly, talent acquisition strategies, and advice for aspiring leaders.


1:53 Dan’s background and growth at Iterative Health

5:13 The 3 key benefits you get from business school and how that can impact your career

7:53 Business school downsides

9:03 Insights into the product and tech behind Iterative Health

11:27 How business needs and employee skill set needs change when businesses grow headcount

12:38 Executive level changes at below and above 80 employees

14:28 Everyone’s a generalist - when should this change and the need for higher levels/managers come up?

17:23 Three lessons learned as Iterative went through rapid growth

21:28 Why a chief of staff should be considered in your business as early as Series A

25:08 What tools and frameworks are used in MBA education

27:53 What have you done well to attract top-tier senior talent?

30:15 What do you do when you decide networks don’t cut it and you need to go outside help?

32:23 When should you decide to build out an internal TA team?

33:23 How to build out successful onboarding when you 3X headcount

34:43 How junior do you typically hire and how does that change as the company grows

37:23 Making hybrid work models meaningful for in-person interactions

43:38 Advice to ICs aspiring to get to VP

47:23 Recommended resources for continuous learning


Listen to the Breakout Podcast: Apple|Spotify

Let us know what else you’d like to hear & see covered: contact@outscout.io


Connect with Gareth - https://www.linkedin.com/in/gareth-webb-outscout/ 


Connect with Dan - https://www.linkedin.com/in/danwang11/

See how OutScout can help you smash your hiring goals - https://www.outscout.io/



36 | Exploring Today's Startup Landscape: Fundraising, Labor Markets, and Strategic Advice from Monica Driscoll @ SVB22 Nov 202300:42:35

Exploring Today's Startup Landscape: Fundraising, Labor Markets, and Strategic Advice from Monica Driscoll @ SVB

In this episode, Gareth Webb sits down with Monica Driscoll to discuss the current startup fundraising landscape, labor market, and advice for founders looking to raise. 

Listen to the Breakout Podcast: Apple|Spotify


Let us know what else you’d like to hear & see covered: contact@outscout.io

Connect with Gareth

https://www.linkedin.com/in/gareth-webb-outscout/ 

Connect with Monica

https://www.linkedin.com/in/monica-driscoll-83b850a2/

See how OutScout can help you smash your hiring goals - https://www.outscout.io/


35 | Scout this: Engineering Manager @ Growth Stage LegalTech Startup03 Oct 202300:25:18

In this episode of Breakout's mini-series, "Scout This," Gareth and Jake dive into a company's open position for an engineering manager. They discuss the importance of understanding the current problems and future goals of the business, as well as effectively communicating these to potential candidates. The hosts also touch on the market's improvement and the need to build teams confidently. Tune in to gain insights on best practices for hiring and building successful teams.


[00:02:00] AI-powered legal tech company.

[00:04:11] Technology for justice and equality.

[00:09:21] Data-heavy generative AI infrastructure.

[00:12:08] Open roles and team information.

[00:17:29] Years in company and qualifications.

[00:22:23] A well-constrained search.



Listen to the Breakout Podcast: Apple|Spotify

Let us know what else you’d like to hear & see covered: contact@outscout.io


Connect with Gareth - LinkedIn

Connect with Jake - LinkedIn 


See how OutScout can help you smash your hiring goals - https://www.outscout.io/



34 | Scout this - Senior Product Manager @ Series B AI Healthtech29 Aug 202300:19:26

In this episode of Breakout, Gareth Webb and Jake Gorgol discuss the importance of considering years in the current company when evaluating potential candidates. He shares his approach of looking at candidates who have been with their company for two or more years, narrowing down the pool to 144 individuals. Gareth then dives into a specific job opening for a senior product manager position at Mendel AI, a company focused on using AI to parse complex patient data. They provide insights into the company's recent funding and expansion plans. Tune in to get valuable tips on building teams more confidently in the early growth stages of a company.


[00:00:53] Scouting Potential Product Managers

[00:05:39] Complex healthcare data experience.

[00:08:00] In-office work limitations.

[00:09:43] Remote work and top talent.

[00:14:44] Senior PMs at data-heavy companies.

[00:17:27] Hiring for niche healthcare data.



Listen to the Breakout Podcast: Apple|Spotify

Let us know what else you’d like to hear & see covered: contact@outscout.io


Connect with Gareth - LinkedIn

Connect with Jake - LinkedIn 


See how OutScout can help you smash your hiring goals - https://www.outscout.io/


© My Podcast Data