
Earn & Invest 706. Overcoming Our AI Overlords w/ Darrow Kirkpatrick
Feb 9, 2026
Darrow Kirkpatrick, retired engineer, investor, and founder of Can I Retire Yet?, discusses AI risks, economic disruption, and how deep learning changed the field. He recounts a wake-up moment with ChatGPT. They explore authenticity for writers, job displacement timelines, AI in medicine, and how to prepare careers and investing for uncertain AI-driven change.
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Rapid Leap From Toy To Powerful Tool
- Darrow Kirkpatrick realized AI crossed from novelty to real capability when ChatGPT produced a publishable-quality review in seconds.
- That moment shifted his view from curiosity to urgent concern about AI's power and impact.
Choosing Human Authorship For A Memoir
- Darrow delayed using ChatGPT while writing his memoir to keep it fully human-authored.
- When he finally used ChatGPT for a review it produced, he was astonished by the quality.
Misalignment Is The Core Risk
- The bigger risk is misalignment: AI executing powerful actions that deviate slightly from human values.
- Once AI controls critical infrastructure, reversing harmful direction may become infeasible.




