During his tenure Schlesinger extended the school's entrepreneurship methodology into the undergraduate, graduate, executive education, and Babson Global programs.

During this period, Babson focused on increasing diversity, growing the undergraduate student population, and strengthening academic quality.

[4] Between 1985–1988, Schlesinger served as Executive Vice President and Chief Operating Officer at Au Bon Pain.

While at L Brands, he was responsible for the operational and financial functions across the enterprise including Express, The Limited, Victoria's Secret Beauty, Bath & Body Works, C. O. Bigelow, Henri Bendel and the White Barn Candle Company.

Schlesinger and his Babson colleagues helped to orchestrate the pedagogy of the Goldman Sachs 10,000 Small Businesses Initiative where he still serves as an advisory council member.