Matthew O’Toole, Senior Adviser

Matt has served as a Senior Adviser at Iron Road Partners since 2022 and is a leading expert in financial regulation and alternative investments. He worked for 21 years at the U.S. Securities and Exchange Commission, most recently as Senior Special Counsel (Regulatory Counsel) in the Division of Examinations in the San Francisco Regional Office where he conducted examinations and was in charge of reviewing the office’s major Deficiency Letters and Enforcement Referrals.   

Before rejoining the SEC, he was a Vice President and Senior Counsel with Charles Schwab, and an Assistant General Counsel at GT Global (now part of Invesco).   

Matt has taught securities regulation and corporate governance courses in the U.S., China and Eastern Europe, and has served on a SEC technical assistance program in Mexico and the Caribbean/Latin America. Since 2000, he has been an Adjunct Professor of Law at the University of San Francisco School of Law, where he won the Adjunct Professor of the Year Award. Before attending law school, he was in private accounting and attended the University of Chicago Booth School of Business.

He holds a Juris Doctorate degree from Northwestern University Pritzker School of Law, where he was an Associate Editor of the Law Review. He also has a Bachelor of Business Administration degree in Finance and Economics from the University of Notre Dame.