Jason Chicola is the founder and CEO of Rev, the Austin-based speech-to-text company that pairs 50,000 freelance transcriptionists with best-in-class AI to turn spoken words into searchable text. An MIT-trained engineer who became the third employee at oDesk (now Upwork), he built Rev on a simple bet: people will pay for curated quality, and people everywhere want to work from home. Today Rev serves over 100,000 clients including 60% of the Fortune 500, and Chicola is steering the company toward AI tools for the legal system, where accuracy is not optional.

Gregg Lehrman is the founder and CEO of Output, the Los Angeles music software company whose plugins and instruments turn up in records by Billie Eilish, Beyonce, Coldplay, Kendrick Lamar and scores like Stranger Things and Game of Thrones. A Cornell-trained composer who cut his teeth assisting Hans Zimmer and became Universal Publishing's youngest executive producer at 26, Lehrman built Output in 2013 because the creative tools he wanted as a working musician did not yet exist. He bootstrapped the company for seven years before raising a $45M Series A from Summit Partners in 2020, and built Arcade, one of the first cloud-based music plugins.