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Index/Sales/The Transaction
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Overcoming Your 'Go-To-Market Midlife Crisis' with Craig & Matt - Ep 57

The Transaction · 2025-06-12 · 55 min

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Topics in this episode

SaaSgo-to-marketFounderbusiness adviceC suite

Episode notes

That’s right, no guest on this one, but not to worry, it’s just as insight-filled, yet off the rails, as all of our other episodes that you’ve come to know and love. Co-Hosts Matt Amundson and Craig Rosenberg discuss coming to terms with their go-to-market mid-life crises and how they have gotten up to speed on the latest AI advancements to help them get back in the game. Craig and Matt dig into how they’re using AI tools to create things like AI buyer personas, the impact B2B events are having, and what the new go to market playbook is beginning to look like. Also, Matt reveals his devious guilty pleasure and Craig shares how he lost his children in the desert. Critical Takeaways Instead of prompting AI like a search engine, leaders should teach their teams to treat it like a colleague. Matt’s breakthrough came when he asked ChatGPT how to build personas and what information it needed to do so. By asking “how do I build X?” instead of “give me X,” teams unlock faster, higher-quality outcomes. Adopt a “Shock & Awe” mindset to break through. The market is saturated and fatigued - practical content alone isn’t enough.

Related episodes across the Index

Other episodes covering the same guests and topics, from across The B2B Podcast Index.

  • Just Say No to "Yes-Man Agents" & "Process Barnacles": How Miro Builds Post-AI | Jeff Chow, CPTOLaunchPod · on SaaS74 / 100
  • Define the Message and the Roadmap Follows with Jamie Domenici, CMO of KlaviyoThe B2B CMO Podcast with Jon Miller and Sydney Sloan · on SaaS70 / 100
  • Edward Robson - Capital Allocation in TechnologyCloud Returns · on SaaS68 / 100
  • Ep. 198 Bobby Varma, Chief Executive Officer of Princeton Identity | Data Center Go-to-Market PodcastData Center Go-to-Market Podcast · on go-to-market62 / 100
  • 79: Cancel all my meetingsOur B2B SaaS Journey · on SaaS50 / 100
  • How Notion Built a Product-Led Growth MachineStartup Stories with Fexingo · on SaaS

More from The Transaction

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  • Win the AI Answer, Not Just the Citations with Tim Sanders, Chief Innovation Officer at G2 - Ep 85100 / 100
  • How Founder POV Helps Sales Build Buyer Confidence with Jim Wilson, Partner at Costanoa Ventures - Ep 8485 / 100
  • Building Brand Momentum in Market with Carilu Dietrich & Maya Spivak - Live Session - Ep 8370 / 100
  • An Honest Reappraisal of Marketing Attribution with Dan Kimball, GTM Advisor - Ep 8276 / 100
  • Organizing Unforgettable Events for B2B with Jen Igartua, CEO of Go Nimbly - Ep 8176 / 100
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