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Leonard Sheer has a strong background in finance and capital markets. Leonard started their career as an Associate at Fieldstone Private Capital Group Ltd in 1996 and held that position until 1999. From there, they joined BNY Mellon as a Vice President from 2000 to 2005. Leonard then worked at Lehman Brothers as a Vice President from 2006 to 2007. Leonard went on to become a Senior Analyst at Pardus Capital from 2007 to 2009, and a Managing Director at Gleacher & Company from 2009 to 2010. Leonard then joined Cowen and Company as the Co-Head of Debt Capital Markets, a position they held from 2010 to 2015. Currently, Leonard serves as the President of Piper Sandler Finance, LLC and Head of Capital Advisory Group at Piper Sandler & Co since 2015.

Leonard Sheer attended Warwick Veterans Memorial High School, although the specific dates are unknown. Following their time at high school, they then pursued higher education at Babson College from 1992 to 1996. However, no information is provided regarding the degree or field of study they pursued at Babson College.