Leadership Bio

Charlie Youakim

Charlie Youakim

Executive Chairman & CEO

Charlie Youakim is a serial technology entrepreneur with nearly 10 years of experience growing fintech companies from inception to large-scale success. In 2010, Charlie founded Passport, a leading software and payments service that totally disrupted the transportation industry with the introduction of white label systems and payments wallets. Later, in 2016, Charlie co-founded Sezzle, organizing and planning much of the technology architecture. Charlie received his MBA from the Carlson School of Management at the University of Minnesota.

¹Pay in 4 and Pay in 2 loans are originated by WebBank except loans in IA and Puerto Rico. For example, for a $300 loan Pay in 4, you would make one $75 down payment today, then three $75 payments every two weeks for a 35.40% annual percentage rate (APR) and a total of payments of $305.99 which includes a $5.99 Service Fee (finance charge) charged at loan origination. Service fees vary and can range from $0 to $5.99 depending on the purchase price and Sezzle product. Actual fees are reflected in checkout.