Bryan is a serial entrepreneur who has founded and sold multiple companies including Blue Vision Labs, a localization and mapping software company for self-driving cars (sold to Lyft in 2018); Operam, a data analytics and marketing insights company; and Represent.com, an e-commerce platform (sold to CustomInk in 2016). Bryan has been an angel investor for over a decade and has personally made over 200 investments in companies such as Uber, Airbnb, Slack, Flexport, Carta, PillPack, and Sweetgreen.

Bryan was named a Technology Pioneer by the World Economic Forum, featured in Forbes 30 under 30, and is on the board of the Federal Drug Agents Foundation. Bryan studied Game Theory at Swarthmore College and Oxford University and was an adjunct professor at the University of Southern California.