#023: Zach Pogrob - Building the Brand of Obsession to 2M+ Followers

1 Mar 2024 · 55 min
Episode

1 Mar 2024 · 55 min

0:00

In this episode of the Turning Pro Podcast, host Ben Sharf (joined by co‑host Adrian) interviews creator‑entrepreneur Zach Pogrob, the mind behind the "Obsession" brand that has amassed over two million followers across social platforms. Zach recounts his journey from a pre‑med student and college soccer player to a photo‑booth rental business owner and Instagram writer, then explains how a shift to animated videos sparked a rapid follower surge and how he later transitioned to on‑camera content to build authentic connections. He describes his concept of a "shadow career"—creating content without a seamless monetization flywheel—and his current push to integrate creation and revenue. The conversation delves into the birth of the Obsession movement (the black‑flag tweet, the 10‑Bullets newsletter), his branding philosophy of owning a single word and hammering it daily, and his ambition to excel as an artist, athlete, and entrepreneur. Zach shares how running became a personal obsession, the mental flow it provides, and how he launched the male‑oriented Run Cult with strict rules and a distinct aesthetic. He discusses relationship dynamics, the importance of inbound community building (DM compliments, friend‑making), and the role of design influences from Apple ads and vintage cartoons. Throughout, Zach reflects on insecurity as a driver of high performance, his desire for a pure monetization flywheel, and the practical tactics he uses to grow his audience and monetize his brand. Later in the episode Zach reveals a personal ritual of shaving his head as a radical act of self‑reinvention, describing a two‑month "freak" period of social isolation that amplifies the psychological impact. He advocates shaving completely for maximum effect, linking the physical transformation to an extreme training challenge (marathon, fight) to reinforce daily discipline. Zach also proposes a charity collaboration involving a head‑shave event with TikTok barber Vinny Cuts, sponsor Manscaped, and a Long Island charity that accepts shaved heads, illustrating how physical challenges can be leveraged for community building and brand exposure. The episode concludes with Zach directing listeners to his YouTube channel, Instagram, Twitter (the "Obsession" cult hub), and his 10‑Bullets newsletter, and offers a playful location cue—spotting a bald man in Nolita—to meet him in person.

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