Jason Chicola

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.