Jack Raines, Slow Ventures on Creator-Led Startups & Bold Builders
Dec 15, 2025•56 min
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Episode description
Jack Raines is a Forward Deployed Personality Hire at Slow Ventures, where he scouts the bold, the obsessive, and the slightly unhinged founders building the next wave of breakout companies. Before VC, Jack built a 65,000-subscriber Substack that landed him a Penguin book deal, wrote 50,000 words in 14 days, and worked across Robinhood’s Sherwood News, Litquidity, and UPS. A creator turned investor, he blends storytelling with venture to back founders and influential creators who want to build real businesses—not just audiences. His first book, a guide to navigating your 20s, comes out in 2026.Topics:
- Creator → Investor: Why Audiences Became the New Due Diligence
- How Slow Ventures Finds “Moderately Unhinged Founders”
- Investing in the Creator-Led Startup
#VC #Startups #Creators #FounderLife #SlowVentures #JackRaines
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