Drew joined Monomoy from San Francisco Equity Partners, where he was a senior associate. Prior to that, Drew worked at Falconhead Capital and began his career at Bank of America as an investment banker in their consumer group. Drew graduated from Harvard University with an A.B. in Economics and received his M.B.A. from the University of California at Berkeley.

As a die-hard Cubs fan, he made his wife skip their first wedding anniversary to go to the 2016 NLDS game in San Francisco. He also has a twin sister (they are not identical).