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# From ad servers to AI: a reality check with Infolinks Media CEO Bob Regular
- URL: https://www.martechtherapy.com/podcast-infolinks-media-bob-regular/
- Published: 2025-10-17T10:28:34.000Z
- Updated: 2025-10-17T10:28:34.000Z
- Description: Three decades of adtech evolution and why the next big leap won’t come from a single prompt.
- Author: Matthew Niederberger
- Tags: Martech strategy, AI in Martech

Before “programmatic” was a word, Bob Regular was already in the trenches of digital advertising. Today, as CEO of Infolinks Media, he’s seen enough hype cycles to know that progress takes patience and a sense of humor.

We talked about the rise and fall of the dot-com bubble, the long road from cookies to context, and the strange reality that AI may make media buying both smarter and more commoditized. Bob also shared a sharp view on regulation, calling out how well-intentioned privacy laws ended up suffocating smaller publishers while barely protecting users.

If you’ve ever wondered how Martech’s obsession with “outcomes” looks from the adtech side, this conversation gives you that missing perspective, calm, experienced, and quietly provocative.

👥 Connect with us on LinkedIn:

- Bob: [https://www.linkedin.com/in/rregular/](https://www.linkedin.com/in/rregular/?ref=martechtherapy.com)
- Matthew: [https://www.linkedin.com/in/matthewniederberger/](https://www.linkedin.com/in/matthewniederberger/?ref=martechtherapy.com)

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