Leadership Bio

Charlie Youakim

Charlie Youakim

Executive Chairman & CEO

Charlie Youakim is a serial technology entrepreneur with over 15 years of experience growing fintech companies from inception to large-scale success. In 2010, Charlie founded Passport, a leading software and payments service that disrupted the transportation industry with the introduction of white label systems and digital wallets. In 2016, Charlie co-founded Sezzle, where he played a key role in designing the company's technology architecture and driving its growth into one of the leading players in the BNPL space.

1Pay later loans are originated by WebBank or Sezzle. Refer to your loan agreement for lender information. 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 45.0% annual percentage rate (APR) and a total of payments of $307.49 which includes a $7.49 Service Fee (finance charge) charged at loan origination. Service fees vary and can range from $0 to $7.49 depending on the purchase price and Sezzle product. Actual fees are reflected in checkout.

2Sezzle First Party Data, 1H 2025. Lift 60 days prior to adding Sezzle widget vs 60 days after.