Entrepreneur of the Year

Michael Crandell

Award Sponsor: Cooley

Michael Crandell combines a deep understanding of cloud and security technologies with the ability to motivate and mobilize people to harness digital transformation for competitive advantage. Both externally with customers and within software companies, Michael helps teams succeed through innovation, dedication, collaboration, and humor in today’s fast-moving technology world.

Michael currently serves as CEO of Bitwarden, an open-source security company that helps more than 4 million people worldwide stay safe online. Bitwarden has a 100 percent distributed workforce, with team members spread across more than 20 U.S. states, 12 countries, and 6 continents. Its product has been translated into more than 40 languages. Consumer Reports rated Bitwarden “Best Password Manager” in 2021.

Previously, Michael cofounded and served as CEO of RightScale, a pioneer of cloud management platforms during the first decade of the cloud computing revolution. Becoming an evangelist for the cloud movement in its earliest days, he grew the company to 250 employees, raising $62 million in capital, and ultimately guided it to a successful exit in September 2018 to Flexera. That same year, Gartner recognized RightScale as the no. 1 cloud management platform and one of the top two platforms for cost optimization – the only company to rank as a “Leader” in both categories.

Prior to RightScale, Michael served as CEO at several Internet Software-as-a-Service companies, and was part of the executive team that took eFax.com public in 1997.

Michael received his bachelor’s degree in Religious Studies from Stanford University and pursued graduate studies at Harvard University Divinity School. He began his career as a software engineer, self-taught, coding in assembly language.