Fleisch joined CalWest in 2003. Previously, he worked in several education-related start-ups in California. While managing SCORE! Learning Centers in California, Massachusetts, and Connecticut, he also worked with elementary and middle school students. He graduated with a BA in International Relations from Stanford University and an MBA from UCLA Anderson School of Management with a concentration in Entrepreneurship and Human Resources. He attended St. Paul’s School for grades 9-12. He spent his K-8 years at an independent school in his hometown of Pittsburgh, PA.