Why You're Losing to AI and How to Fix It (with Wil Reynolds)

Wil Reynolds joins me to chop it up over what AI is changing — and what it’s revealing — about marketing, expertise, and trust. We talk about using AI without losing your voice, why accountability may matter more than “taste,” and how AI search is making it harder for brands to simply optimize their way into credibility. Wil also explains why he’d rather measure human trust than algorithmic visibility, how an intern exposed gaps in his own 25+ years of SEO experience, and why this moment in AI has rekindled the way he wants to build Seer Interactive.

Chapters

00:00 — Human trust vs. algorithmic proxies

03:14 — Spotting AI slop on LinkedIn

06:23 — The upside of competition in AI

08:15 — AI, creativity, and owning your work

25:49 — Taste vs. accountability in an AI world

27:58 — AI search is forcing brands to bring receipts

34:21 — Why SEO and AI visibility aren’t the same

38:42 — Measuring human trust instead of algorithmic traffic

46:29 — Hiring for a world that’s changing again

Connect with Wil Reynolds: https://www.linkedin.com/in/wilreynolds/