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Jonathan S. has had a successful career in finance, starting with a position as a Principal Investments Analyst at Macquarie Group in 2012. Jonathan then moved to Littlejohn & Co. in 2014 as a Private Equity Associate, followed by Corporate Development Director and Board Observer roles at Ultimate Fighting Championship in 2016. Jonathan also held a Board Observer role at UFC GYM in 2016. In 2019, Jonathan S. joined Fitness Ventures International as a Strategy and M&A Consultant, as well as Head of Finance and Director of Finance and Strategy positions at Lithic. Currently, Jonathan S. is the Head Of Finance at Gainful, a role they have held since 2022.

Jonathan S. attended The Wharton School from 2008 to 2012 and obtained a Bachelor of Science (BS) in Economics. In 2017, they completed the Sports Industry Essentials Program at Columbia University's Graduate School of Professional Studies.