Brad Gerstner on

zillow

3 entries, 12 Jan 2024 to 10 Sep 2025

On the recordsourced and dated, oldest first

    1. spoken

      Gerstner recounts Rich Barton organizing red team blue team exercise on AI's impact on vertical search immediately after ChatGPT.

      “Rich Barton texts Bill and I and said, hey, I want you guys to come to a executive off-site with me. We're gonna red team blue team AI.”

      12 Jan 2024 · This Week in Startups · 1:03:31 · source · permalink
    2. spoken

      Gerstner says Zillow's Barton immediately red-teamed AI impact on vertical search after ChatGPT launched.

      “We're gonna red team blue team AI. What is the impact that AI is gonna have on 10 blue links? What is the impact that AI is gonna have on vertical search?”

      12 Jan 2024 · This Week in Startups · 1:03:36 · source · permalink
    1. spoken

      Gerstner recalls Gurley warning Zillow that relying on Google's free links was dangerous and they built brand independently.

      “Eventually Google will pull the rug on, you know, these free links. And so they really, unlike a lot of other websites, focus on building the brand outside of Google.”

      10 Sep 2025 · Khosla Ventures · 10:17 · source · permalink

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