Senior Management

James Cassady

Managing Director & Chief Operating Officer

Phone: 312-568-7804


Office Location: Chicago

Joined the team: 2007


  • DePaul University, Kellstadt Graduate School of Business, M.B.A.
  • University of Illinois, B.S. in Accountancy


  • Deloitte Corporate Finance, Senior Vice President
  • Orchard First Source Capital, Director

Hometown: Chicago, IL

Favorite Food: Oysters

Favorite Movie: Let It Ride

Full Bio

Mr. Cassady is a Managing Director & the Chief Operating Officer of Monroe Capital.  He leads compliance and finance for Monroe’s funds under management and is responsible for compliance, operations, risk management, treasury, allocations, lender finance activities, and technology initiatives.  He has over 30 years of experience in compliance, lender finance, operations, commercial finance, underwriting, portfolio management, workouts, and loan fund management.  Mr. Cassady rejoined Monroe in 2013 after being with Monroe from 2007-2010.  In the interim, he was a Senior Vice President with Deloitte Corporate Finance, where he was responsible for raising debt capital for middle market companies.  Prior to Monroe, he was a Director with Orchard First Source Capital (f/k/a First Source Financial) where he led a team of underwriters, managed a large portfolio of loans, and syndicated middle market club transactions.  Mr. Cassady earned his M.B.A. from DePaul University’s Kellstadt Graduate School of Business and his B.S. in Accountancy from the University of Illinois.