Rob Gregory built his career at the center of modern publishing, leading some of the most iconic brands in media. He helped launch Travel + Leisure Golf during the Tiger Woods boom, served as publisher of Rolling Stone during the seismic shift brought by Napster and the iPod, and later became president of The Daily Beast and Newsweek under Tina Brown. His journey spans print, digital, and the creator economy, giving him a rare perspective on how storytelling and publishing have transformed over the last four decades.

In this episode of Make the Donuts, Rob reflects on his path through publishing and the lessons he learned navigating disruption at every turn. From being inside the ropes with Tiger Woods to holding the first iPod before its release, Rob shares vivid stories from his career while offering candid advice on persistence, authenticity, and adapting to change. Aspiring media professionals will hear what it takes to build a lasting career in publishing today and how to spot the next wave of opportunity.

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For video versions of this podcast: https://www.youtube.com/@MaketheDonuts

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