Head of Design & Research — AI-Driven Scale Leader

Upside is looking for a design leader to enhance the consumer and payments experience as part of a hybrid role based in Chicago, Austin, DC, or NYC. This position requires a hands-on approach to scale product quality while leading a team of designers in delivering a polished user experience.

The ideal candidate will demonstrate extensive experience in consumer product design, especially in fintech or transaction-driven markets. The role demands strong leadership skills to cultivate design systems and partner cross-functionally with product and engineering teams.