In this episode, Ryan Gilbert shares how he escaped seven years in supply chain by building Workspaces, a newsletter showcasing creative home offices that now reaches 15,000+ subscribers. After countless tech job rejections from Wisconsin, Ryan discovered that building in public could open doors that resumes couldn't.
We dive deep into his journey from secretly starting a pandemic project to landing roles at Product Hunt, experiencing a hollow acquisition with Loops, buying back his creation for $1, and finally joining beehiiv. Along the way, we explore why he manually posts everything (6,000+ tweets and counting), the psychological complexity of selling your own creation, and how becoming a father to baby Lily has reshaped his approach to creative risk.
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