Midlife Meets AI

In this episode, Rob and Brent dig into what AI actually looks like in midlife—beyond the hype, fear, and sci-fi doom. They break down how they use AI in three practical ways: as a smarter search tool, as a thought partner for better decisions (including “virtual board of directors”), and as a creative engine for making things—from trip itineraries to short-form video experiments. Along the way, they talk about trust, bias, authenticity, and why AI should augment your life—not replace your voice.

 

Links, resources, books mentioned:

• Visit Episode Website
• Join the Midlife Circus Community on Substack
• Follow us: Instagram, LinkedIn, Facebook, YouTube
• The Subtle Art of Not Giving a F*ck - Mark Manson
• Can’t Hurt Me - David Goggins
• Never Finished - David Goggins
• Ethan Mollick – One Useful Thing (Substack)
• Reid Hoffman – Possible (podcast)

(This post includes affiliate links. As an Amazon Associate, we may earn a small commission if you purchase through these links—at no extra cost to you.)

 

Topics we are covering in this episode:

• How in midlife, we can use AI in practical, everyday ways—without hype or fear
• AI as a smarter alternative to traditional search and research
• Using AI as a thought partner to think more clearly and make better decisions
• Building “virtual board of directors” with AI to evaluate ideas from multiple perspectives
• Understanding bias, trust, and why AI shouldn’t be treated as gospel
• Where AI helps—and where it hurts—creative authenticity
• Real-world examples of AI in action, from writing and planning to travel and content creation
• How AI can help reframe challenges, reduce friction, and speed up learning
• Why starting small (recipes, trips, simple questions) is a simple way to begin
• Embracing AI as a tool that augments the human experience, not replaces it