Top Tech Jobs & Startup Jobs in Chicago, IL

Own product design for Scotch’s web-based back office, focusing on orders, transactions, payments, integrations, reporting, and data-heavy workflows. Lead merchant research, define problems with product managers, collaborate with engineers, design responsive experiences, evolve the design system, and support the full product lifecycle from discovery through post-launch iteration.

Own the back-office product roadmap for a beverage retail SaaS platform, focusing on inventory, ordering, receiving, pricing, and administrative workflows. Conduct merchant research, define requirements, prioritize releases, partner with engineering, coordinate launches, measure adoption, and shape AI features with appropriate evaluation and human oversight. Support scalable multi-tenant workflows involving roles, permissions, approvals, audit trails, and multiple locations.

Own the Android POS experience for beverage alcohol retailers, from research and problem framing through shipped design and iteration. Conduct user research with cashiers and store staff, design checkout and operational workflows, collaborate with product managers and engineers, extend the design system, and contribute to web and back-office experiences. The role requires strong product, interaction, visual, and systems design skills, plus comfort with hardware constraints, ambiguity, and AI-assisted workflows.

Own the roadmap and end-to-end delivery of Scotch’s Android point-of-sale terminal. Responsibilities include researching merchant workflows in stores, prioritizing features and platform work, partnering with engineering, writing requirements, managing device releases, supporting peripherals and unreliable networks, measuring adoption, and coordinating with support, onboarding, and go-to-market teams. The role requires independent decision-making, direct customer engagement, strong communication, and judgment across multiple concurrent workstreams.