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The Cheat Code & Friends - Podcast

The Cheat Code & Friends

Serial entrepreneurs and operators Justin Gray, Josh Wagner & Sean Kester combine decades of B2B and GTM expertise with unwavering honesty to unpack the latest news (fake or otherwise) on The Cheat Code & Friends Podcast. Combined with a rotating guest list of founders, practitioners and investors, the no-nonsense forum gathers fortnightly, holding court to translate headlines into reality and discuss the impact for early-stage businesses. The Cheat Code is just that, the trusted folks we look to for advice and insight, and we hope to bring the same to you.

Business Technology Startup
Update frequency
every 8 days
Average duration
39 minutes
Episodes
71
Years Active
2023 - 2025
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Reps, Robots and Results - Season 4: Episode # 71

Reps, Robots and Results - Season 4: Episode # 71

Tune in for a conversation with Justin Michael, Founder of the Justin Michael Method, on how AI is reshaping sales without replacing what matters most: the human connection. 


From the enduring power o…

00:41:28  |   Fri 29 Aug 2025
Venture Capital Mindset, Founder-Led Sales and Resilience - Season 4: Episode # 70

Venture Capital Mindset, Founder-Led Sales and Resilience - Season 4: Episode # 70

Join the hosts for a conversation with Vasant Kamath, General Partner at Noro-Moseley Partners, on what it really takes to win in today’s venture capital game. From navigating high-stakes funding rou…

00:46:28  |   Fri 15 Aug 2025
Liquidity, Hustle and Trust- Season 4: Episode # 69

Liquidity, Hustle and Trust- Season 4: Episode # 69

Listen in as we talk with Craig Coppola, a seasoned investor, entrepreneur, and commercial real estate legend, to discuss the messy reality of startup investing. From assessing founder grit to naviga…

00:39:59  |   Fri 01 Aug 2025
Tribal Training, Onboarding and Change- Season 4: Episode # 68

Tribal Training, Onboarding and Change- Season 4: Episode # 68

In this episode, we sit down with Chris Ronzio, Founder and CEO of Trainual, to explore how companies can build smarter, more scalable systems for onboarding, training, and internal knowledge managem…

00:48:07  |   Fri 18 Jul 2025
Homeschoolers, Autonomy and Access- Season 4: Episode # 67

Homeschoolers, Autonomy and Access- Season 4: Episode # 67

Join us for a conversation with Jared Fuller as he shares his unique journey from the world of B2B and GTM partnerships to the forefront of education reform. As Partner and Chief Operating Officer of…

00:42:22  |   Fri 20 Jun 2025
Ageism, Curiosity, and Fist Bumps- Season 4: Episode # 66

Ageism, Curiosity, and Fist Bumps- Season 4: Episode # 66

Join us for a lively conversation with Dan Tyre, one of HubSpot’s earliest employees and a passionate advocate for startup growth, sales excellence, and lifelong learning. With humor and energy, Dan …

00:51:47  |   Fri 06 Jun 2025
Being Fractional, Going Analog and Building Communities- Season 4: Episode # 65

Being Fractional, Going Analog and Building Communities- Season 4: Episode # 65

Listen in for a conversation with Jason and Sam Yarborough on what it takes to build a business and their experience building Arcadia, a consultancy focused on partner programs. From the challenges o…

00:45:57  |   Fri 23 May 2025
Obsession, Self-Awareness, and the Founder-to-CEO Leap - Season 4: Episode # 64

Obsession, Self-Awareness, and the Founder-to-CEO Leap - Season 4: Episode # 64

Gregg Scoresby, Founder and Managing Partner of Phoenix Ventures, joins the hosts to break down the traits that separate winning Founders from wannabes. From hiring blind spots to co-founder clashes,…

00:41:33  |   Fri 09 May 2025
Market Challenges, Bootstrapping, and Founder Expectations - Season 4: Episode # 63

Market Challenges, Bootstrapping, and Founder Expectations - Season 4: Episode # 63

What’s the real story behind funding a startup today? Greg Head, founder of Practical Founders, joins the hosts to break down the world of bootstrapping vs VC funding. From capital strategy to AI-dri…

00:52:26  |   Fri 25 Apr 2025
Marketing Hires, Hype, and the Role of AI - Season 4: Episode # 62

Marketing Hires, Hype, and the Role of AI - Season 4: Episode # 62

Marketing has never been more complicated or more important. In this episode, Kyle Lacy, CMO of Docebo, joins the hosts to unpack the chaos: from hiring in a fragmented job market to redefining marke…

00:44:52  |   Fri 11 Apr 2025
Adios DEI? Roadblocks, Inclusion and Progress – Season 4: Episode # 61

Adios DEI? Roadblocks, Inclusion and Progress – Season 4: Episode # 61

In this episode, Stacey Lewis, founder and CEO of HR Interrupted, sits down for a brass-tacks conversation on how startups and high-growth businesses can navigate the murky waters of human resources …

00:49:24  |   Fri 28 Mar 2025
Navigating the AI Hype Cycle with Scott Albro- Season 4: Episode # 60

Navigating the AI Hype Cycle with Scott Albro- Season 4: Episode # 60

The hosts welcome Scott Albro to their podcast for a discussion on venture capital trends and AI. They compare B2B vs. B2C AI adoption, emphasizing outcome-driven solutions. Together they explore AI’…

00:42:47  |   Fri 14 Mar 2025
Board Meetings, GTM Black Hole, CEO Report Card - Season 4: Episode # 59

Board Meetings, GTM Black Hole, CEO Report Card - Season 4: Episode # 59

From the GTM Cheat Code to ‘The Cheat Code and Friends,’ season 4 kicks off with the core crew only as Justin, Josh and Sean introduce this season's new format and cover some burning topics revealed …

00:42:13  |   Fri 28 Feb 2025
Kyle Lacy on How To Do Everything You Want To - Season 3: Marketing - Episode # 58

Kyle Lacy on How To Do Everything You Want To - Season 3: Marketing - Episode # 58

Join us for the Season 3 finale! Kyle Lacy dives into the pivotal role marketing plays in achieving goals across the business and how owning a number is key. From navigating top-down and bottom-up re…

00:33:45  |   Tue 03 Dec 2024
Amanda Kahlow on Embracing Change with Optimism Over Fear - Season 3: Marketing - Episode # 57

Amanda Kahlow on Embracing Change with Optimism Over Fear - Season 3: Marketing - Episode # 57

In this episode, Amanda Kahlow dives into how embracing change with love and leading with emotional intelligence can transform the way we work and connect. She explores the evolving role of AI in mar…

00:27:46  |   Tue 19 Nov 2024
Jason Miller on The Marketing Trifecta - Season 3: Marketing - Episode # 56

Jason Miller on The Marketing Trifecta - Season 3: Marketing - Episode # 56

In this episode, marketing leader, concert photographer, and author Jason Miller explores the foundational marketing pillars of brand, events, and community. Together, Jason and the hosts unpack what…

00:44:17  |   Tue 12 Nov 2024
David Meerman Scott on Harnessing the Power of Newsjacking - Season 3: Marketing - Episode #55

David Meerman Scott on Harnessing the Power of Newsjacking - Season 3: Marketing - Episode #55

In this episode, we sat down with David Meerman, limited partner and strategic advisor at Stage 2 Capital, to discuss the power of newsjacking and how it helps brands capture attention and drive lead…

00:36:13  |   Tue 05 Nov 2024
Eric Martin on Aligning Marketing and Finance - Season 3: Marketing - Episode #54

Eric Martin on Aligning Marketing and Finance - Season 3: Marketing - Episode #54

In this conversation, hosts Sean Kester and Justin Gray sit down with Eric Martin, senior vice president of marketing at Stack Overflow, to discuss the critical alignment between marketing and financ…

00:40:13  |   Tue 29 Oct 2024
Pablo Gonzalez on Leveraging Super Consumers - Season 3: Marketing - Episode #53

Pablo Gonzalez on Leveraging Super Consumers - Season 3: Marketing - Episode #53

Join hosts Josh Wagner and Justin Gray for a conversation with Pablo Gonzalez, the co-founder and CEO of Be The Stage. They discuss the importance of super consumers and engineering moments where pro…

00:43:00  |   Tue 22 Oct 2024
Adam Needles on Mastering the Customer Journey - Season 3: Marketing - Episode #52

Adam Needles on Mastering the Customer Journey - Season 3: Marketing - Episode #52

Tune in as hosts Josh Wagner and Justin Gray chat with Adam Needle, CEO and co-founder of  ANNUITAS, Inc., on the importance of the customer journey in go-to-market strategies. Adam emphasizes the ne…

00:32:43  |   Tue 15 Oct 2024
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