EcommCowboy — Presented by Slash

Episode · 2026-02-11

Are Agencies Cooked?

Are Agencies Cooked? | Why Normies Hate Ads About AI | Will Roman, Founder of Chisos Joins (2.10.26)

Rundown

The show debates whether digital agencies are becoming obsolete as AI transforms marketing, featuring Will Roman (founder of Chisos boots) discussing his journey from reluctant e-commerce entrepreneur to brand experience builder. The episode explores the gap between rapid AI capability growth and slower human adoption, plus mainstream consumers' resistance to AI-heavy advertising despite tech enthusiasm.

Guests Will Roman

▶ Open on YouTube

Takes from this episode

Industry change will be slow despite exponential growth in AI capabilities, limited by the pace of human adoption.

industry-wide change, it's going to be slow... capabilities are only going to grow exponentially at a faster rate. But human adoption of those things is going to be slow.
AI·9:45

Major boot brands should invest in large-scale experiential properties like ranch lands with overnight accommodations and flagship stores to fully embody their brand.

If I were one of those bigger boot brands, 100 times my size, I would have a thousand acres in the Hill Country. I would have the overnight accommodation, the flagship store, a working cattle ranch.
Brand Strategy·44:25

AI companies have a messaging problem with both mainstream consumers and B2B buyers.

AI has a messaging problem to the consumer at large. They have a messaging problem inside of the B2B space as well.
AI·53:05

Tech Twitter embraced Anthropic's Super Bowl AI ads while mainstream consumers showed significantly less enthusiasm.

We all loved them. They were incredible, right? Mass public did not.
Creative·1:01:45