TFTSL Ep41 — Bryan Dennstedt of AIwithBry

Today in the Sky Lounge, Todd is joined by Bryan Dennstedt for the second year running to review how their 2025 AI predictions played out and forecast what’s coming in 2026.

They tackle the AI trough of disillusionment head-on—turns out they nailed it, though some people are well up the other side, while others are still stuck at the bottom. The conversation moves from commercial real estate’s ongoing struggles to the rise of agentic workflows that are replacing simple chatbots. Bryan explains the shift from “light bulbs to motors”—companies moving beyond point solutions to build real automation factories.

The duo unpacks SaaS pricing compression, the manufacturing renaissance happening through local 3D printing, trust verification, and speed starting companies in the AI era. They close with a lightning round covering college’s ROI, world models versus LLMs, healthcare disruption, and whether we’ll hit AGI by 2027.