Traditional payroll cycles leave many hourly employees waiting days—or weeks—to access money they've already earned. As lead designer, I led the end-to-end design of Square's daily payout experience, spanning seller onboarding, payout automation, Cash App account linking, earnings visibility, and payout management across both seller and employee surfaces. The product onboarded more than 100 sellers during closed beta and processed nearly $500K in tip volume within its first six months.
The challenge was balancing flexibility, trust, and operational complexity. Employees needed a simple way to link or create a Cash App account and understand what they had earned in real time. Sellers needed control over how payouts were distributed, with options ranging from manual oversight to fully automated payouts. At the same time, the system needed to support reconciliation workflows and manual intervention without sacrificing payout accuracy or compliance. We designed a connected experience across every touchpoint—from earning tips to tracking balances to receiving funds—giving both sellers and employees greater transparency and control over how money moves.
