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The Transaction

Overcoming Your 'Go-To-Market Midlife Crisis' with Craig & Matt - Ep 57

The Transaction · 2025-06-12 · 55 min

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.

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