I’m Charlie Youakim, Cofounder & CEO Of Sezzle, And This Is How I Work



Thanks to Minnesota Tech Startup Supporter Fueled Collective for underwriting our entrepreneur-focused How I Work series!


Sezzle was formed in 2016 initially to pursue ACH arbitrage, and after a big pivot they found a product-market fit by offering online retailers a ‘reverse layaway’ checkout service that allows their customers to pay with installments.

As a result of traction, they received $10m investment earlier this year to scale the team, now 30+ overall.

At the helm is CEO Charlie Youakim, interviewed here to learn about his habits and the the way he operates Sezzle on a typical day — inside and outside the office.

What one word best describes how you work?