Sean Flynn


Managing Director





AI/Machine learning


Kelly Maze

Sean focuses on consumer companies at the intersection of mobile and machine learning. He has a fascination for next-generation technologies such as deep learning, image recognition, and voice recognition. He loves partnering with entrepreneurs leveraging these technologies to create not-before-possible magical experiences. His aim is to become an entrepreneur’s trusted advisor and to provide a thoughtful and balanced perspective for all their important decisions.

Selected Prior

"When Sean invested in Upserve, our business had yet to take shape. With his guidance, we grew annual sales 400%."

Angus Davis
CEO - Upserve

Sean led the firm's investment in Socratic, the AI-powered homework helper for students. He currently serves on the board of directors for ZEFR, Tally, Boomerang Commerce, TigerText, Bloc, and Upserve. He also led the firm’s investments in Dollar Shave Club (acquired by Unilever), Simple (acquired by BBVA), and Whisper. 

Sean joined Shasta in 2008 after working at Yahoo. There, he helped grow the company's communication and messaging products such as Mail, Messenger, and Flickr. Before Yahoo, Sean was an investment banker at Morgan Stanley. There, he advised technology, telecom, and media companies in New York and Singapore. Sean holds a BA in economics from Brown University.

Sean has a passion for skiing, Bay Area sports teams, and getting outdoors with his wife and three young children.