Greg Ceccarelli is a product and technology executive who builds AI products and the teams behind them. He is Co-Founder and Chief Product Officer at SpecStory, where he is developing tools that help software engineering teams collaborate effectively with AI, a role he has held since November 2024. He also advises Tola Capital, an enterprise software venture firm, on its AI investment strategy.
Previously, Greg served as Chief Product Officer at Pluralsight, the technology workforce development company serving thousands of enterprises and millions of learners. There he launched Pluralsight Iris, the company's generative AI assistant, and led the platform integration of A Cloud Guru following its acquisition. Earlier at Pluralsight, he was Executive Vice President and General Manager of Pluralsight Flow, the company's software engineering analytics business, where he repositioned the brand and rebuilt the unit's financial discipline.
Before Pluralsight, Greg led data science at GitHub during a period of rapid growth, building the foundational data functions that informed product and business strategy across what is now the world's largest software development platform. A connective thread across his career has been translating complex data into products that help non-technical leaders act confidently.
Greg holds a master's degree in Information and Data Science from the University of California, Berkeley, and a Bachelor of Science in Economics from American University. He lives in the Washington, D.C. area with his wife, Ricki.