Jarred Winn left Binance, spent his last $10,000, and built one of the Bay Area's first blockchain-focused marketing agencies. Eight years later it runs on brand, automation, and AI agents.
Imagine AI is a San Francisco startup in Y Combinator's Fall 2025 batch that builds B2B content pipelines for sales-led companies. It creates deep AI personas from a team's transcripts and interviews, then produces LinkedIn posts, strategic comments, and SEO blogs in each person's voice, with a dedicated content engineer per account. The goal is 'content market fit' - content optimized for qualified pipeline instead of vanity metrics.

Dave Gerhardt is the founder and CEO of Exit Five, the #1 paid community for B2B marketers, with 5,700+ members and $3M+ in annual revenue. A former CMO who rose from PR intern to the CMO chair at Drift and Privy, he turned a decade of B2B marketing experience into a bootstrapped media company built on LinkedIn influence, a 50k+ subscriber newsletter, and a podcast with 348+ episodes. He is the author of Founder Brand (2022) and co-author of Conversational Marketing (2019), and lives in Burlington, Vermont.