Let’s try something new. I’m joined by Carey Armstrong for a deep dive on Redfin — the business, the model, and the legacy. With Redfin’s acquisition by Rocket, one chapter closes and another begins, so let’s see what we can learn.

Over an hour and forty minutes, we unpack Redfin’s history, do a deep dive into the business model(s), discuss key challenges and structural issues, and wrap it all up with some timeless lessons learned.

Among other things, we talk about:

The vision behind the employee-agent model
Why Redfin never really scaled profitably
The consumer site everyone loved — but didn’t monetize
Big bets on rentals and mortgage that didn’t pay off
And what happens when you try to do everything at once

This is the first long-form podcast I've done. Let me know what you think!

35: A Pastor says #MeToo