The Cheat Code & Friends

The Cheat Code & Friends

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The Cheat Code & Friends episodes

  • 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 of cold calling to the fine line between hyper-personalization and just being relevant, Justin explains what modern sales teams need to know to win. They dig into the rise of fractional work, why consulting can unlock both freedom and income, and how the smartest sales leaders are using AI as a force multiplier, not a crutch. If you want a front-row seat to the future of sales strategy, start listening now. 


    Chapters


    00:00 Introduction to AI in Sales

    03:05 The Evolution of AI and Sales

    05:52 Challenges in Cold Calling with AI

    08:49 The Human Element in Sales

    11:48 Hyper-Personalization vs. Relevance

    14:46 The Role of AI in Top Funnel Sales

    17:33 Fractional Work and the Gig Economy

    20:44 The Future of Sales and AI

    23:27 Books and Thought Leadership

    26:32 Conclusion and Key Takeaways



    References in the Show:

    https://gptzero.me/news/ai-adoption-by-industry/ 


    https://papers.ssrn.com/sol3/papers.cfm?abstract_id=5136877 


    https://www.saastr.com/where-ai-will-and-wont-replace-sales-reps-in-2026/ 



    Quote of the Show:

    “It’s very hard to tell AI, hey, chop it up, make it look like a text message. And even when you use those commands, it’s not short and ugly with bad grammar and weird syntax.” - Justin Michael


    Ways to Tune In:

    • Spotify: https://open.spotify.com/show/5GpM8myxsUinc5bfLIbjJz?si=0af576adfb8e49f8 
    • Apple Podcasts: https://podcasts.apple.com/us/podcast/the-cheat-code/id1692445190 
    • Amazon Music: https://music.amazon.com/podcasts/cb0b3afa-063f-4f3b-96be-b98214c74912 
    • YouTube: https://www.youtube.com/@CheatCodePodcast 
    42 min
  • 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 rounds to building sales teams that actually close, Vasant shares hard-earned insights on driving sustainable growth without losing speed. They dig into what’s driving change in venture capital, the non-negotiable need to know your customer cold, and why adaptability isn’t optional, it’s survival.


    Chapters

    00:00 Introduction and Light Banter

    02:59 The Current State of Venture Capital Funding

    05:46 Understanding Growth and Sustainability in Startups

    08:53 The Shift in Venture Capital Mindset

    11:35 Navigating Early Stage Investments

    14:39 The Importance of Founders in Sales

    17:29 Building a Strong Go-to-Market Strategy

    20:47 The Role of Sales Teams in Startups

    23:29 Challenges in Forecasting and Pipeline Management

    26:41 Exciting Trends in the Market

    29:22 Final Thoughts and Wrap-Up


    References in the Show:

    https://www.businessinsider.com/vc-ai-herd-mentality-jay-hoag-tcv-kids-playing-soccer-2025-06 


    https://www.saastr.com/the-great-saas-slowdown-what-q1-2025-numbers-reveal-about-the-cloud-software-market/ 


    https://news.crunchbase.com/venture/startup-investment-charts-q1-2025/ 


    Quote of the Show:

    "You've got to figure stuff out really fast because that's the only way you survive in early stage. And then once you find something that works, you can double down on it. But oftentimes I see early stage companies, that's not just founders and CEOs, but their management teams, fall into the trap of being really scared. Scared of making decisions, scared of making tough decisions, scared of moving on from strategies or people or whatever, what happens then is that they're just prolonging the failure of the company.” - Vasant Kamath


    Ways to Tune In:

    • Spotify: https://open.spotify.com/show/5GpM8myxsUinc5bfLIbjJz?si=0af576adfb8e49f8 
    • Apple Podcasts: https://podcasts.apple.com/us/podcast/the-cheat-code/id1692445190 
    • Amazon Music: https://music.amazon.com/podcasts/cb0b3afa-063f-4f3b-96be-b98214c74912 
    • YouTube: https://www.youtube.com/@CheatCodePodcast 
    47 min
  • 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 navigating lean liquidity environments, Craig shares what makes a deal worth chasing (and what makes him walk away). We talk about the hard truths of entrepreneurship, why trusting the “jockey” matters more than the “horse,” and how the best investors build long-term success on discipline, culture, and conviction.


    If you're raising capital, building a company, or considering your first investment, this episode shares what it takes to win and what pitfalls to avoid when betting on startups.


    Chapters

    00:00 Introduction and Team Dynamics

    02:58 Craig's Journey into Investing

    06:05 The Evolution of Investment Strategies

    09:12 Navigating Deal Flow and Investment Decisions

    11:47 The Importance of Cash Flow in Startups

    15:04 Market Trends and Liquidity Challenges

    22:35 Navigating Founder Commitments and Financial Strategies

    23:48 Evaluating Deals: Red Flags and Founder Investment

    25:53 The Challenges of Business Growth and Execution

    28:41 Lessons from Experience: The Hard Truths of Startups

    30:06 The Importance of Sales and Team Dynamics

    32:09 Building a Culture of Execution and Learning

    34:51 Transitioning from Founder-Led Sales to a Sales Team

    39:15 Advice for Aspiring Investors: Finding the Right Path



    References in the Show:

    https://www.wsj.com/articles/angel-investing-isnt-what-it-used-to-be-e643c862


    https://www.linkedin.com/posts/craigcoppola_c2voice-recenttransactions-officemarket-activity-7320929470763171840-Qv_K/?utm_source=share&utm_medium=member_desktop&rcm=ACoAABGQUe0BsV-UBJEAh7QOmp9oMj11PxcnemE  

    Quote of the Show:

    “Entrepreneurial means you've got to make great business decisions. And so to me, you can negotiate a better deal if you're cashflow positive and you're telling them, I don't need the money. We have one of those right now where he's growing like crazy. He doesn't need the money. And it's like, if I take money, it's going to be for the right reason…This is what I want. When you look like a founder like that, I don't mind investing with somebody for the second time.” - Craig Coppola


    Ways to Tune In:

    • Spotify: https://open.spotify.com/show/5GpM8myxsUinc5bfLIbjJz?si=0af576adfb8e49f8 
    • Apple Podcasts: https://podcasts.apple.com/us/podcast/the-cheat-code/id1692445190 
    • Amazon Music: https://music.amazon.com/podcasts/cb0b3afa-063f-4f3b-96be-b98214c74912 
    • YouTube: https://www.youtube.com/@CheatCodePodcast 


    40 min
  • 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 management. Chris shares why documenting institutional knowledge is a necessity and how AI is changing the game for employee development and organizational efficiency.


    From creating proactive candidate pipelines to rethinking how we prepare people for the workforce, this conversation covers all things education, hiring, and training. If you’re scaling a team, rethinking your hiring strategy, or simply trying to keep up with the pace of change, this episode shares insights on the systems and mindsets needed to succeed in the future of work.


    Chapters

    00:00 Introduction and Background

    03:01 The Importance of Onboarding and Training

    05:58 The Role of Culture in Employee Retention

    09:01 Leveraging Technology for Knowledge Management

    11:51 Data-Driven Insights on Onboarding

    14:56 The Last Mile of Employee Training

    18:06 Hiring Trends and Talent Gaps

    21:09 Proactive Hiring Strategies

    24:14 Building a Talent Pipeline

    26:09 Leveraging AI in Recruitment

    30:36 Roles and Responsibilities in Organizations

    32:34 The Future of Education and Skills Training

    37:26 The Role of AI in Enhancing Productivity

    42:23 The Evolution of Entry-Level Jobs

    46:35 The Need for Specialized Training Programs


    References in the Show:

    https://www.mgt.us/insights/top-5-k-12-enrollment-trends-for-2025/ 


    https://trainual.com/


    https://www.washingtontimes.com/news/2024/oct/8/report-finds-charter-school-enrollment-booming-whi/ 



    Quote of the Show:


    “AI is really no different than hiring a new junior-level employee that you're going to delegate to so that you can take on the higher-level work in the business. So everybody that's working at these companies, if they're afraid of AI, it's because they have this scarcity mindset of just holding on to what they've always done. People will not be doing the same work 10 years from now that they've always done. It just won't make any economic sense.” - Chris Ronzio


    Ways to Tune In:

    • Spotify: https://open.spotify.com/show/5GpM8myxsUinc5bfLIbjJz?si=0af576adfb8e49f8 
    • Apple Podcasts: https://podcasts.apple.com/us/podcast/the-cheat-code/id1692445190 
    • Amazon Music: https://music.amazon.com/podcasts/cb0b3afa-063f-4f3b-96be-b98214c74912 
    • YouTube: https://www.youtube.com/@CheatCodePodcast 


    49 min
  • 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 OpenEd.co, Jared is on a mission to transform homeschooling by empowering families with customizable curriculum options and a more personalized approach to learning.


    This episode explores the shift from the economics of homeschooling and state funding models to the growing demand for alternatives to traditional schools. Jared shares why trust, community, and flexibility are becoming essential pillars of modern education—and what it could all mean for the future of college, careers, and lifelong learning.


    Chapters


    00:00 Introduction and Personal Updates

    03:46 Transitioning to Open Education

    05:42 Understanding Open Education and Its Mission

    09:02 The Economics of Homeschooling

    14:04 Funding and Support for Homeschooling

    18:09 The Shift in Education Choices

    21:38 The Future of Education and Trust in Institutions

    24:10 Crisis in Education: Trust and Control

    25:57 The Role of Socioeconomic Status in Homeschooling

    27:45 The Benefits of Homeschooling: Flexibility and Customization

    30:21 Innovative Learning Experiences Beyond Traditional Education

    32:46 Community-Driven Learning: The Power of Shared Experiences

    34:37 Empowering Parents: Taking Responsibility for Education

    37:58 Navigating State Regulations in Education

    41:31 The Future of College: A Shift in Educational Paradigms

    References in the Show:

    https://www.mgt.us/insights/top-5-k-12-enrollment-trends-for-2025/ 


    https://www.pewresearch.org/short-reads/2025/02/20/a-look-at-homeschooling-in-the-us/ 


    https://www.washingtontimes.com/news/2024/oct/8/report-finds-charter-school-enrollment-booming-whi/ 


    https://opened.co/ 



    Quote of the Show:

    “Trust is the new data. We do not trust institutions anymore as a country. If anyone pays attention to the news right now, it's like, I can't trust anyone on anything. We've been lied to so much and I'm not even naming anything. I'm not taking a political side as we don't trust institutions. Our institutions are in a mode of crisis and families are having to take more charge, more control of their kids.” - Jared Fuller


    Ways to Tune In:

    • Spotify: https://open.spotify.com/show/5GpM8myxsUinc5bfLIbjJz?si=0af576adfb8e49f8 
    • Apple Podcasts: https://podcasts.apple.com/us/podcast/the-cheat-code/id1692445190 
    • Amazon Music: https://music.amazon.com/podcasts/cb0b3afa-063f-4f3b-96be-b98214c74912 
    • YouTube: https://www.youtube.com/@CheatCodePodcast 
    43 min
  • 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 shares his journey at HubSpot and how the company’s sales strategy evolved alongside a rapidly changing workforce. 

     

    From tackling ageism in tech to highlighting the value of curiosity, this episode explores what it takes to succeed in today’s job market. Dan shares practical tips on adaptability, preparation, and building strong relationships, offering a roadmap for anyone navigating career growth or startup life. 


    Chapters 


    02:59 The Journey of Dan Tyre at HubSpot 

    06:08 The Evolution of Work and AI 

    09:03 Building Relationships in Business 

    11:59 Creating Value for Startups 

    13:47 The Evolution of HubSpot's Sales Strategy 

    15:53 Ageism in the Workplace: A Personal Perspective 

    22:03 Building a Culture of Learning and Adaptability 

    30:06 The Importance of Curiosity and Business Acumen 

    34:15 The Power of Business Acumen in Sales 

    35:58 Curiosity and Learning in Sales 

    39:31 Identifying and Developing Sales Talent 

    42:55 Navigating the Future Workforce 

    46:02 The Importance of Preparation in Interviews 

    51:29 Closing Thoughts on Competitive Advantage 

    References in the Show: 

    https://www.entrepreneur.com/business-news/fiverr-ceo-says-ai-will-take-your-job-heres-what-to-do/491198 

     

    https://www.marketwatch.com/story/why-a-record-number-of-adults-over-65-are-working-and-its-not-just-about-money-85d2f15d?utm_source 

     

    https://www.marketwatch.com/story/why-a-record-number-of-adults-over-65-are-working-and-its-not-just-about-money-85d2f15d?utm_source 

     

    https://www.linkedin.com/pulse/experts-weigh-why-2025-holds-hope-older-workers-janine-vanderburg-tytkc/  

     


    Quote of the Show:
     


    “Who needs a 66-year-old man telling them what to do, right? That's stupid. This is the modern age and you've got to be smart enough to say, alright, I know what this person needs and then ask the right question so you play inception, right?” - Dan Tyre 

     

    Ways to Tune In: 

    • Spotify: https://open.spotify.com/show/5GpM8myxsUinc5bfLIbjJz?si=0af576adfb8e49f8  
    • Apple Podcasts: https://podcasts.apple.com/us/podcast/the-cheat-code/id1692445190  
    • Amazon Music: https://music.amazon.com/podcasts/cb0b3afa-063f-4f3b-96be-b98214c74912  
    • YouTube: https://www.youtube.com/@CheatCodePodcast 
    52 min
  • 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 of fractional leadership to the power of authentic partnerships, this episode explores how today’s founders are navigating business growth, community building, and curating connections. Plus, a look ahead at the future of Arcadia and the role of digital tools in preserving meaningful relationships. 


    Chapters

    00:00 Introduction  

    03:01 Starting a Business in the Age of AI

    06:04 The Evolution of Arcadia

    08:49 Operationalizing Partner Programs

    10:16 Building Relationships Through Shared Experiences

    11:01 Navigating the Partnership Landscape

    12:39 The Evolution of Entrepreneurial Journeys

    16:20 The Importance of Relationships in Partnerships

    17:33 The Entrepreneurial Journey: From Idea to Execution

    19:14 Setting Expectations in Partnerships

    21:47 The Challenges of Fractional Leadership

    23:32 The Role of Relationships in Business Success

    25:37 Learning the Art of Relationship Building

    30:50 The Future of Arcadia and Community Building

    36:20 Curating Quality Connections

    38:00 The Demand for Bespoke Experiences

    44:58 Navigating the Future of Arcadia

    51:01 Closing Thoughts and Future Directions


    References in the Show:

    https://www.forbes.com/sites/jodiecook/2025/02/25/how-to-be-an-entrepreneur-in-the-age-of-ai/ 


    https://www.northone.com/blog/small-business/entrepreneur-statistics 


    https://www.gartner.com/en/articles/product-differentiation 


    https://hbr.org/2024/06/why-cofounder-partnerships-fail-and-how-to-make-them-last 


    https://mobidev.biz/blog/future-artificial-intelligence-technology-ai-trends 



    Quote of the Show:


    “Arcadia means harmony, and that's the idyllic version of natural splendor. We chose that name for the business because that's what the partner leaders should be trying to do, is establish harmony between their partners, between their internal sales leaders, their internal marketing leaders, et cetera. But on the flip side of that, what Sam and I look for is, how do we help individuals find that harmony in their life? How do we help them find that and bring that into the work that they do, the life that they live, and the pursuits that they take on? It's very important to us to help them find that whole self and that person within everything that they do.” - Jason Yarborough


    Ways to Tune In:

    • Spotify: https://open.spotify.com/show/5GpM8myxsUinc5bfLIbjJz?si=0af576adfb8e49f8 
    • Apple Podcasts: https://podcasts.apple.com/us/podcast/the-cheat-code/id1692445190 
    • Amazon Music: https://music.amazon.com/podcasts/cb0b3afa-063f-4f3b-96be-b98214c74912 
    • YouTube: https://www.youtube.com/@CheatCodePodcast 
    46 min
  • 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, founder-to-CEO transitions, and spotting red flags, this episode looks at what it really takes to build and lead a killer startup.


    Chapters

    00:00 The Essence of Founder Traits

    10:01 The Role of Subject Matter Expertise

    14:28 The Path to Foundership: Backgrounds and Skills

    19:29 Hiring for Deficits: The Key to Team Success

    22:41 Navigating Co-Founder Relationships: The Importance of Alignment

    25:58 From Founder to CEO: The Evolution of Leadership

    30:24 Assessing Self-Awareness in Founders

    35:00 The Role of Honesty and Transparency in Leadership

    39:38 Red Flags in Founder Narratives: The Importance of Realism

    References in the Show:

    https://startupnation.com/manage-your-business/the-9-types-of-startup-founders-and-how-to-build-a-great-co-founder-team/


    https://hbr.org/2024/10/the-strengths-and-weaknesses-that-set-founders-apart 


    https://www.saastr.com/top-10-founder-gtm-mistakes-with-saastr-founder-and-ceo-jason-lemkin/ 


    https://www.liveplan.com/blog/starting/traits-of-entrepreneurs?srsltid=AfmBOopgdo-3EvV8JQ5Y5CyDEoKlefYsv5gFfhCuTYA4sf6OaCO0YhgY 


    Quote of the Show:

    “I would say over a third of the times I've invested early in a co-founding relationship, the co-founder relationship blows up.” - Gregg Scoresby

    Ways to Tune In:

    • Spotify: https://open.spotify.com/show/5GpM8myxsUinc5bfLIbjJz?si=0af576adfb8e49f8 
    • Apple Podcasts: https://podcasts.apple.com/us/podcast/the-cheat-code/id1692445190 
    • Amazon Music: https://music.amazon.com/podcasts/cb0b3afa-063f-4f3b-96be-b98214c74912 

    YouTube: https://www.youtube.com/@CheatCodePodcast 

    42 min
  • 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-driven growth, this episode digs into what actually works in today’s market. From chasing VC or building lean, this episode is packed with discussion on funding models, founder expectations, and the impact of AI on business strategies.


    Chapters


    00:00 Market Trends and Economic Challenges

    02:47 Capital Allocation vs. Bootstrapping

    06:12 The Global Landscape of Founders

    08:52 Characteristics of Practical Founders

    11:53 Growth Strategies and Metrics

    14:51 Evaluating Great Companies

    18:04 The Role of Founders in Company Success

    21:11 Navigating Between VC and Bootstrap Models

    28:26 The Evolving Landscape of Venture Capital

    31:45 Navigating Funding Models and Founder Expectations

    36:33 Understanding the Dynamics of Syndicated Deals

    39:44 The Role of AI in Modern Business Strategies

    54:22 Finding the Right Fit: Aligning Founders and Funders

    References in the Show:

    https://www.saastr.com/carta-38-of-bootstrapped-start-ups-have-solo-founders-but-only-17-of-vc-backed-ones-do-and-10-12-of-ones-that-ipo/ 


    https://therecursive.com/tally-bootstrapped-success/


    https://practicalfounders.com/ 


    Quote of the Show:

    “The practical founders I work with are adding AI incrementally and practically in useful ways into their product. They're not stopping everything, saying we're going to be AI-first. They're not just waving AI out there, but they're using it in their business to get more efficient, and faster. Then we're back to the choice of how fast do you want to grow and what do you want to do with those extra dollars?” - Greg Head 


    Ways to Tune In:

    • Spotify: https://open.spotify.com/show/5GpM8myxsUinc5bfLIbjJz?si=0af576adfb8e49f8 
    • Apple Podcasts: https://podcasts.apple.com/us/podcast/the-cheat-code/id1692445190 
    • Amazon Music: https://music.amazon.com/podcasts/cb0b3afa-063f-4f3b-96be-b98214c74912 
    • YouTube: https://www.youtube.com/@CheatCodePodcast 
    53 min
  • 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 marketing's role in driving revenue. Together they dive into personal branding, pipeline obsession, AI’s creeping influence, and whether great marketers really exist, or if it’s all just great products. If you’ve ever questioned the hype around brand, customer-centricity, or why marketing still feels misunderstood, this one’s for you.


    Chapters

    00:00 Introduction to Marketing Conversations

    02:57 The Role of Marketing in Sales

    06:00 Hiring Challenges in Marketing

    09:04 Defining Marketing Metrics

    11:56 Communication and Expectations in Marketing

    15:09 Aligning Sales and Marketing Goals

    18:09 The Importance of Documentation in Marketing

    24:03 The Importance of Documentation and Communication

    27:05 Marketing's Role in Pipeline Conversations

    30:44 Personal Branding and Hiring Perspectives

    34:34 The Impact of AI on Marketing

    39:59 The Future of Marketing in an AI-Driven World

    44:47 The Human Element in Marketing



    References in the Show:

    https://www.morningbrew.com/stories/2025/03/18/job-hopping-pay-bump-is-gone 


    https://technative.io/customer-centricity-will-drive-2025s-tech-acquisitions/ 


    https://www.therevenuediaries.com/p/revenue-diaries-entry-21 


    Quote of the Show:

    “Usually 90% of the time, if people are frustrated, it's probably because the communication did not happen on what it means to have an MQL and how valuable it is. That's like 90% of the time that's the issue.” - Kyle Lacy


    Ways to Tune In:

    • Spotify: https://open.spotify.com/show/5GpM8myxsUinc5bfLIbjJz?si=0af576adfb8e49f8 
    • Apple Podcasts: https://podcasts.apple.com/us/podcast/the-cheat-code/id1692445190 
    • Amazon Music: https://music.amazon.com/podcasts/cb0b3afa-063f-4f3b-96be-b98214c74912 
    • YouTube: https://www.youtube.com/@CheatCodePodcast 
    45 min

About The Cheat Code & Friends

From the publisher's feed

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.