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The Cheat Code & Friends
In Revenue Capital
75 episodes
1 week ago
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.
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All content for The Cheat Code & Friends is the property of In Revenue Capital and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
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.
Show more...
Business
Technology
https://is1-ssl.mzstatic.com/image/thumb/Podcasts221/v4/88/2c/4d/882c4d31-03ca-eb3e-ced9-63a49f09f2ea/mza_5886233400136101565.jpg/600x600bb.jpg
Disruption, Revenue and Relationships - Season 4: Episode # 75
The Cheat Code & Friends
45 minutes
1 week ago
Disruption, Revenue and Relationships - Season 4: Episode # 75

The world of sales is changing fast and the playbooks that fueled growth a few years ago aren’t enough anymore.


In this special hosts-only episode, Justin, Josh and Sean break down what today’s shifting startup and sales environment really means for go-to-market teams. From evolving buyer expectations to the rise of AI-driven strategies, they explore how top performers are adapting to meet customers where they are and where they’re going next. You’ll hear insights on the new role of full-cycle AEs, why post-sale engagement is the key to long-term growth, and how marketing and thought leadership can drive meaningful differentiation in a crowded market.


They also zoom out with an investor’s view of the market: why Series B and C rounds are getting squeezed, how bridge-to-profitability funding is on the rise, and where private equity rollups in verticals are reshaping go-to-market. Tune in to get an inside look at their perspectives and how modern sales leaders are redefining growth in a more complex, connected, and customer-centric world.


Chapters

00:00 Introduction and Market Landscape Overview

02:47 Startup Growth and Benchmarking Insights

05:44 Challenges in Sales and Buyer Expectations

08:38 The Evolution of Sales Models

11:40 The Role of AI in Sales Dynamics

14:30 Consolidation Trends in Various Industries

17:39 Navigating the New Buyer Landscape

20:31 Reimagining Sales Strategies for Success

23:13 The Evolution of Information Access

25:34 Marketing Strategies in a Changing Landscape

27:23 The Role of Executives in Sales

29:38 Sales Hiring Trends and AI Impact

32:34 Building Strategic Relationships

35:38 The Importance of Post-Sale Relationships

38:34 Navigating the Investment Landscape

41:29 The Future of Sales and Marketing



References in the Show:

https://jurassiccapital.us19.list-manage.com/track/click?u=e3cbd001231a704e4826ed17e&id=28024b7e6d&e=781361f180 


https://www.inc.com/brian-contreras/inc-5000-companies-ceo-survey-growing-sales-teams/91222802 



Quote of the Show:

"It's hard to hire salespeople because everyone says they're great at relationships. ‘Tell me where you've done that and show me what those results have been,’ should be the follow-up question to that. And then go talk to the parties that are involved within that story or that analogy, and you'll find out really quickly who did what.” - Justin Gray


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 
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. Game over.