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Stephen Cook began their career in 2007 as a Student Advisor for The College Bound Network. In 2008, they worked as a Life Insurance Agent and Manager for National Income Life Insurance. The following year, they were an Insurance Associate for Aflac. In 2010, they became an Account Executive for Shoplet.com. From 2012 to 2021, Stephen worked for OnDeck in various roles, starting as a Director of Sales, then a Sr. Manager of Sales, a Manager of Sales, a Sr. Account Executive and Team Lead, and finally an Account Executive. Most recently, they have been a Director Of Sales And Business Development for Tillful since 2021, and is currently a Regional Sales Director for Jetty since 2022.

Stephen Cook received a Bachelor in Business Administration from Wagner College.