Media

Unboxing Seth Godin's Mentor Deck with Joshua Oakes

  • Chris CarolanHost
  • Joshua OakesGuest

August 17, 2025

Chris unboxes something physical, which he says may be his first: Seth Godin's Mentor Deck, 52 cards that each open a Claude conversation built on an author's thinking. With Joshua Oakes he deals Marcus Aurelius, Donella Meadows and Ursula Franklin to see where a deck can coach and where not yet.

Key takeaways

Each Mentor Deck card launches a Claude conversation built on an author's thinking. The box suggests ten minutes with a prompt, then a conversation with your team [08:15][09:17].

A chat window is still a blinking command line waiting for instructions. How people collaborate with each other inside AI tools is an open question this deck only starts on [05:54][06:32].

The test of a mentor prompt is whether it brings a perspective you don't already have, not whether it returns your own understanding [40:29].

AI suggestions lean toward the status quo. Chris's news-network idea came back as a monthly-webinar content calendar until he reframed it [1:09:06].

The deck questions you instead of answering, which is frustrating and also the point. Coaching and mentoring work by making you answer [1:43:02].

Know which kind of tool you are using. Summaries can go faster; thinking, like baking, can't [1:47:45][1:48:17].

The beta has edges: Customize resets the conversation, nothing persists between sessions, and long or flattering replies slow the work [28:00][57:23].

The guest

Joshua Oakes
Joshua Oakes
Value Path & Audience Growth Strategist

Joshua spent years consulting with organizations to help them solve product marketing and customer acquisition challenges.

Keep learning

You just watched the work. Now build it.

The next step is doing it yourself — live, with people on the same path.

Get the next conversation in your inbox

One signal-dense note when a new episode lands. No noise.

Join the list