Head of Design & Research — AI-Driven, Scale-Ready

Upside is expanding its design and research function to move the consumer and payments experience from functional to flawless. This hands‑on, craft‑and‑scale leadership role guides a small embedded team, embedding design into early discovery and driving measurable outcomes across onboarding, discovery, redemption, and retention.

The role emphasizes growing team craft, architecting cohesive design systems, and partnering with Product, Engineering, and Marketing to accelerate discovery with an