Welcome to another episode of The Media Buying Podcast.

Today, Jim Banks sits down with industry veteran Bob Regular, a true pioneer who’s been navigating the digital world since the mid-90s.

Together, they take a nostalgic yet insightful tour through the evolution of online media buying—from the early days of banner ads to the current seismic shifts brought on by AI and automation.

Bob Regular reveals what it’s like juggling roles as CEO of Infolinks, founder of Delivering Yield, and former publisher of Adotas, sharing the challenges and triumphs of steering companies through fast-changing digital landscapes.

The conversation dives deep into the realities behind programmatic advertising, the push for clean supply paths, and the rising power (and potential pitfalls) of AI in automating media buying.

If you’ve ever wondered how industry leaders are adapting to changes like privacy rules, declining publisher traffic, and the rapid emergence of new platforms, this episode offers both practical wisdom and candid behind-the-scenes stories.

Whether you’re a seasoned media buyer or just curious about where the digital ad world is heading, you won’t want to miss this one.