Craig is a founder of Saw Island Asset Management, a manager of investments in hedge funds and other alternative assets. Saw Island was acquired by JMP Asset Management (now Harvest Capital Strategies), a subsidiary of JMP Group, in January 2003. Craig previously spent twenty years, from 1980 through 2000, at Montgomery Securities (now Banc of America Securities), where he was most recently Director of Global Institutional Sales and a member of the firm's executive committee.

Craig is a member of the board of directors of Corticon Technology, a rules-based enterprise software platform for decision management. Additionally, he serves on the Stanford University Orthopaedics and Sports Medicine Council and the board of advisors of Palo Alto Investors, an asset management firm. He also serves on the board of directors of Champion Charities and the San Francisco chapter of The First Tee.

Craig holds a BA in economics from Stanford University.