The Cheat Code & Friends

In Revenue Capital

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. Game over.

  1. 7시간 전

    Dialing, Data and Discipline - Season 5: Episode # 83

    Joey Gilkey, CEO of TitanX, joins the show to tear down one of the most sacred ideas in go-to-market: that more activity equals more revenue. Joey argues that most sales teams aren’t failing because reps aren’t working hard enough. They’re failing because the system they’re operating inside is broken. Cold calling still works, but only if you stop treating every prospect the same. Most people will never answer the phone, and pretending otherwise destroys rep productivity, forecasting, and morale. By identifying who is actually reachable before a call is made, teams can radically change the economics of outbound. The conversation covers why SDR teams should be treated like a signal engine, not a meeting factory, and why founders keep defaulting to headcount when efficiency is the real constraint. By the end of the conversation, it’s hard to look at SDRs, outbound, or ‘activity metrics’ the same way again. Chapters 00:00 Introduction and Setting the Stage 05:05 Understanding Titan X's Value Proposition 10:29 The Shift in Sales Strategies 17:14 Redefining Sales Development as an Ad Channel 20:15 The Importance of Messaging and Targeting 21:21 Understanding Messaging by Persona 24:41 The Importance of Follow-Up and Data 27:49 Dispositions and Their Impact on Sales 30:46 Data Aggregation and Coordination Drag 34:22 The Reach Rate and Cold Calling Strategy 39:18 Identifying Skill Gaps and Data Quality 40:05 Customer Success and Operationalizing Sales 43:01 The Challenges of Product-Led Growth References in the Show: https://www.marketingbrew.com/stories/2025/12/18/cmos-on-overhyped-marketing-trends-in-2025  https://www.mckinsey.com/capabilities/growth-marketing-and-sales/our-insights/the-cmos-comeback-aligning-the-c-suite-to-drive-customer-centric-growth  Quote of the Show: "An ad doesn't give us feedback. An email doesn't give us feedback. It's why I love the phone. It's just conversational advertising. If we can activate an audience, not even around conversions and appointments and meetings, and instead we can uncover interest and intrigue and intent, the three I's, and we can take that intel, that could be the mitochondria, the powerhouse of the go-to-market cell, which is, I'm on the front lines getting information that no one else has from my SDRs.” - Joey Gilkey 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

    47분
  2. 1월 30일

    ICPs, Niche Markets and Expansion - Season 5: Episode # 82

    Mike Huffaker, CRO, Planet DDS, joins the show to share what actually drives real growth in a vertical SaaS market where “going broad” is the default trap. Mike explains why narrowing to a true ideal customer profile can feel terrifying, but becomes a growth cheat code once you commit: higher win rates, higher ASPs, clearer messaging, and less competitive deal cycles. He also gets candid about the part most teams underestimate after they move upmarket: implementation. In Mike’s dental niche, going live means data conversion, workflow change, training across roles, and real internal leadership from the customer side.  If you can’t deliver outcomes post-sale… none of the bookings matter. Chapters 00:00 Introduction to Growth Strategies 02:56 Targeting Ideal Customer Profiles 05:51 Internal Buy-In for Market Focus 09:12 Team Structure and Talent Acquisition 11:59 Implementation Challenges and Customer Success 14:58 The Role of AI in Implementation 18:13 Revenue Growth and Account Management 20:56 Navigating Complex Sales Processes 23:59 Hiring for Success in Enterprise Sales 26:50 Conclusion and Key Takeaways References in the Show: https://www.forbes.com/sites/jodiecook/2025/08/08/5-chatgpt-prompts-to-define-your-ideal-customer-profile/  https://www.entrepreneur.com/growing-a-business/how-defining-my-ideal-client-profile-transformed-my-business/498064  https://martech.org/the-biggest-ideal-customer-profile-mistakes-businesses-make-and-how-to-fix-them/  Quote of the Show: "We did a lot of modeling on what we were generating from an MQL perspective, what we expected we could do from an outbound motion as well. And we got everyone pretty comfortable with it. And it's turned out to be something where the team now appreciates not having to work through. I guess, for lack of a better term, things that just keep you busy that don't really drive results.” - Mike Huffaker 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

    39분
  3. 1월 16일

    Unicorns, Duct-Tape and Expectations - Season 5: Episode # 81

    Hiring marketing talent is one of the biggest blind spots for early-stage founders, and Jessica Gilmartin has seen the same mistakes play out over and over again. In this episode, Jessica (former CMO/CRO at Calendly) shares why “marketing” is actually multiple jobs, how to decide whether you need demand gen, product marketing, or brand, and why most founders hire the right person for the wrong stage. She shares real frameworks for setting clear expectations, building trust through communication, and avoiding the toxic ripple effects of a bad hire. The conversation also covers what the best early marketing leaders have in common (including the underrated value of entrepreneurial experience), why duct-tape marketing eventually collapses at scale, and why marketing needs a real seat at the executive table… not tucked under sales. Chapters 00:00 Introduction and Guest Background 02:53 The Challenge of Hiring Marketing Talent 04:04 Understanding Marketing Roles 05:44 Evaluating Marketing Needs 07:40 The Importance of Experience in Marketing 10:48 Hiring for the Right Stage 12:55 Setting Expectations and Goals 22:29 Red Flags in Hiring 24:46 Communication and Trust in Marketing 30:09 The Distinction Between CMO and CRO 34:12 The Importance of Marketing at the Executive Table References in the Show: https://www.entrepreneur.com/starting-a-business/the-5-mistakes-that-kill-startups/499868  https://hbr.org/podcast/2024/10/why-founders-need-to-focus-more-on-sales-and-marketing  https://www.linkedin.com/pulse/12-most-common-mistakes-made-building-your-first-sales-lemkin-ucw7c/  Quote of the Show: "I've never been sad that I have fired too early. I've only been upset with myself if I have fired too late. I think a bad hire or a bad employee is absolutely toxic to everybody else in the organization.” - Jessica Gilmartin 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

    40분
  4. 2025. 12. 24.

    Christmas, Chaos and GTM - Season 4: Episode #80

    It’s the Cheat Code Christmas Special! Join the hosts for an always colorful, yet never without value, conversation with Craig Rosenberg and Scott Albro on what actually works in go-to-market right now and why most founders are getting it wrong. If you’re trying to break through buyer apathy, build a brand from scratch, or rethink how you go to market in 2026, this episode will challenge a lot of assumptions. In a world defined by the attention economy, economic uncertainty, and buyer skepticism, Craig and Scott break down why traditional GTM playbooks are failing and what’s replacing them.   The conversation goes deep into why founders, especially technical ones, tend to dismiss go-to-market, how ABM has evolved (and why it’s far from dead), and what differentiated outreach really looks like today. They also explore where AI actually adds value, why productivity gains aren’t enough on their own, and how strong points of view and charismatic leadership can cut through noise in even the most crowded markets. Chapters 00:00 Introduction and Holiday Cheer 02:59 Understanding Go-To-Market Strategies 06:02 The Attention Economy and Market Dynamics 08:55 Differentiated Marketing Tactics 12:10 Navigating Economic Uncertainty 15:09 Building a Brand in a Crowded Market 18:01 The Role of Founders in Go-To-Market 20:50 Unscalable Tactics for Scalable Success 23:56 The Importance of Brand Recognition 26:23 Understanding Dismissiveness in Founders 28:09 The Role of Charismatic Leadership in Go-to-Market Strategies 30:06 Risk-Taking in Brand Building 32:10 The Evolution of Account-Based Marketing (ABM) 34:44 Leveraging Vertical SaaS for Targeted Marketing 36:10 Innovative Outreach Strategies in Sales 39:01 The Importance of Understanding Your Buyer 41:43 Transforming Sales Teams for Success 44:19 Addressing Buyer Apprehension in SaaS 45:54 Navigating AI in Go-to-Market Strategies References in the Show: https://www.forbes.com/sites/forrester/2025/11/05/navigating-2026-key-predictions-for-b2b-leaders/  https://synapticincorporated.com/all/customer-acquisition-strategies-for-2025-the-latest-trends/  Quote of the Show: "I think the crazy observation for me around what I'm seeing in the market is that buyers are really apprehensive. There's two things that drive that. One, is SaaS over the last 10, 15 years, I think, burned a lot of people with a lot of promises and not a lot of results that they could point to. And it may have put them on the hot seat to a certain extent. Then the other side of it is this massive acceleration of AI that they don't even understand. They can't wrap their head around it.” - Josh Wagner 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

    52분
  5. 2025. 12. 19.

    Data, Leverage and Leadership - Season 4: Episode # 79

    Tune in for a conversation with Kyle Norton, Chief Revenue Officer at Owner.com, on how modern revenue teams are using AI, data, and systems thinking to do more with less. Kyle breaks down how Owner built a highly efficient go-to-market engine by combining deep customer understanding with proprietary data, machine learning models, and relentless operational rigor.  The hosts dig into why today’s CRO must think like a systems engineer, how to evaluate AI tools without chasing silver bullets, and what founders get wrong when they expect AI to fix broken sales motions. They also explore the future of CRMs, agentic workflows, and why disciplined execution, not flashy tools, is the real competitive advantage in an AI-powered sales world. Chapters 00:00 Introduction to AI in Revenue Generation 03:54 Leveraging Data for Targeting in Vertical SaaS 10:16 Building an Outbound Engine: Strategies and Results 13:13 Attention to Detail: The Key to Sales Efficiency 18:00 The Evolving Role of Sales Leadership 22:04 AI Integration: Balancing Top-Down and Bottom-Up Approaches 24:52 AI in Sales: Understanding Market Dynamics 28:12 Evaluating AI Tools: Testing and Implementation Strategies 32:53 The Future of CRM: Disruption and Integration 39:57 Architecting AI Solutions: Master Agents and Context Management 43:03 Organizational Design for AI: Building Effective Teams References in the Show: https://www.revenuebrew.com/stories/2025/10/06/why-cros-are-rising-in-popularity https://www.hansonsearch.com/articles/sales-marketing-chief-revenue-officer/  Quote of the Show: "You have to combine art and science. Like you can't just tell a model, hey, tell me what my ICP is. You have to bring nuance to it. And you have to have a very in-depth and intimate understanding of the types of customers that you feel like you can win and serve really well and try to get hyper-targeted with it. And all the AI tools can help tremendously to do that refinement and then eventually do the scraping, enrichment, scoring and targeting. But it all starts with a really clear understanding of ICP.” - Kyle Norton 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

    46분
  6. 2025. 12. 05.

    Signals, Saturation and Shift - Season 4: Episode # 78

    Join the hosts for a conversation with Jon Miller, co-founder of Marketo and one of the most influential minds in modern marketing, on how AI, tactic fatigue, and buyer anonymity are forcing marketers to evolve faster than ever. Together they explore the cracks forming in legacy marketing automation and the rise of signal-based journeys. Jon breaks down why the next decade of marketing won’t look anything like the last. This episode explains why marketers must shift from tactics to context, how AI can streamline operations without sacrificing creativity, and why sales and marketing alignment is still so painfully hard (and what might finally fix it). Jon also digs into the innovator’s dilemma facing big MarTech vendors, the resurgence of niche vertical plays, and the new skills marketers will need to thrive. If you’ve ever felt like your marketing is losing its edge, this episode will redefine how you think about innovation, AI, and the future of go-to-market. Chapters 00:00 Thanksgiving Reflections and Family Dynamics 02:59 The Evolution of Marketing Technology 06:01 The Impact of AI on Marketing Strategies 09:06 Tactic Fatigue and the Tragedy of the Commons 11:59 The Role of Specialization in Marketing 15:00 Training AI: The New Marketing Operations 19:59 Future of Marketing Jobs and Operations 20:34 The Role of AI in Marketing Operations 23:08 Evolving Skills in Marketing Operations 24:52 Sales and Marketing Alignment Challenges 27:05 Leveraging AI for Content Creation 30:19 Insights from Market Mapping 31:41 The Future of AI in B2B Marketing 34:27 Innovator's Dilemma in MarTech 39:22 Pricing Innovations in the AI Era 42:09 Personalizing Buyer Journeys with AI References in the Show: https://chiefmartec.com/2025/05/beyond-ai-assistants-how-ai-is-being-more-deeply-embedded-in-marketing-and-martech-stacks/  https://martech.org/the-three-forces-that-shaped-martech-in-2025/  Quote of the Show: "Can your average field marketer now come along and just say, hey, AI, go make me a new webinar for this audience and for this segment? And it actually does it the right way.” - Jon Miller 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

    42분
  7. 2025. 11. 21.

    Hiring, Grit and Risk - Season 4: Episode # 77

    If you’ve ever underestimated the power of hiring, this episode will change the way you think about growth. Join the hosts for a conversation with Dr. Heidi Ojha, Founder and CEO of Aware Health, on how no-nonsense hiring can make or break your growth story. From identifying organizational gaps to building scalable hiring processes, Heidi shares what it takes to grow a team in one of the toughest sectors: healthcare. She explains why founders should approach hiring like a marketing campaign, the traits that define true high performers, and how onboarding and culture influence long-term success.  Listen in as they discuss startup realities, flexibility, career pathing, and why founders should spend nearly half their time recruiting.  Chapters 00:00 Introduction and Energy Check 01:57 The Importance of Hiring in Growth 06:10 Identifying Gaps and Roles 09:51 Hiring for Clinical and Non-Clinical Roles 13:56 Qualities of High Performers 17:53 The Hiring Process as a Marketing Campaign 21:52 Onboarding and Setting Up for Success 23:24 Revamping Onboarding Processes 27:15 The Importance of Team Integration 30:31 Flexibility in Roles and Responsibilities 32:45 Career Pathing and Growth Opportunities 39:11 Vision and Future Planning in Startups References in the Show: https://www.forbes.com/advisor/business/recruitment-strategies/  https://vettio.com/blog/startup-hiring-practices-the-ultimate-guide-for-founders/  Quote of the Show: "If they're lukewarm in the beginning, that's probably not a good recipe for them working out and being a really strong team fit. So, I think it's a bummer sometimes because I'm like, oh my gosh, this is a perfect candidate, and they're like, eh. So I'm like, nope, I'm going to be eh and pass on them because I want somebody who's like, this is what I want to do with my life.” - Dr. Heidi Ojha 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

    45분
  8. 2025. 11. 07.

    Talent, DNA and Trust - Season 4: Episode # 76

    Tune in for a conversation with the man, the myth, the legend, Bill Binch, Operating Partner at Battery Ventures and former sales executive at Marketo, on what it really takes to build high-performing sales teams in today’s AI-driven world. From hiring for the right sales mindset to building customer-focused teams and scalable sales processes, Bill shares hard-earned lessons from decades of leading and advising top SaaS companies. He breaks down how founders can make smarter sales hires, why continuous learning separates great leaders from the rest, and how AI is reshaping the future of selling. Chapters 00:00 Introduction and Overview of the Conversation 03:05 A Day in the Life of an Operating Partner 05:57 Sales Hiring Challenges and Strategies 11:37 Identifying the Right Sales DNA 17:50 The Importance of Value Selling 23:52 Building a Sales Process in Early-Stage Companies 29:47 Adapting to AI in Sales 35:42 Success Signals for New Sales Hires 41:37 Navigating Stale Deals and Customer Relationships References in the Show: https://www.businessinsider.com/microsoft-layoffs-salespeople-relationship-guy-ai-solution-engineer-investor-2025-7  https://hbr.org/2025/09/how-successful-sales-teams-are-embracing-agentic-ai  Quote of the Show: "I wish I could write the one-size-fits-all book on your first sales hire or your first five sales hires and what order they should be. Should it be a sales rep? Should it be a sales leader? Should you have sales engineers? What should you have? What shouldn't you have? But I don't think that exists because it really depends on a number of different factors.” - Bill Binch 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

    48분
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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. Game over.