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Who Wins When ChatGPT Does the Searching? episode artwork

EPISODE · Jan 12, 2026 · 22 MIN

Who Wins When ChatGPT Does the Searching?

from Sand Hill Road · host Alex Halliday, Scott McGrew

Alex Halliday made his first fortune at 15 building fan sites in the early web. Now he’s back at the center of another digital reset — helping brands survive AI-driven search. In this episode, he explains why “information gain” beats spam, why Google is under threat, and how AirOps grew from Series A to B in record time as CMOs woke up to the danger. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

What this episode covers

Alex Halliday made his first fortune at 15 building fan sites in the early web. Now he’s back at the center of another digital reset — helping brands survive AI-driven search. In this episode, he explains why “information gain” beats spam, why Google is under threat, and how AirOps grew from Series A to B in record time as CMOs woke up to the danger.

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Who Wins When ChatGPT Does the Searching?

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Frequently Asked Questions

How long is this episode of Sand Hill Road?

This episode is 22 minutes long.

When was this Sand Hill Road episode published?

This episode was published on January 12, 2026.

What is this episode about?

Alex Halliday made his first fortune at 15 building fan sites in the early web. Now he’s back at the center of another digital reset — helping brands survive AI-driven search. In this episode, he explains why “information gain” beats spam, why...

Can I download this Sand Hill Road episode?

Yes, you can download this episode by clicking the download button on the episode player, or subscribe to the podcast in your preferred podcast app for automatic downloads.
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