Work Design Architect

About Upside Upside transforms brick‑and‑mortar commerce by applying advanced online‑retail metrics to provide greater value for consumers and retail partners. Role Overview As a Work Design Architect you will design and lead the R&D Operating Blueprint, creating an AI‑accessible operating system that speeds organizational decision‑making. Responsibilities Own and steward the R&D Operating Blueprint—keep it current as the organization evolves, run periodic health checks, and make redesign calls when necessary. Lead operating rhythm work: forum design, cadence changes, redesigns, and post‑mortem analysis to maintain the health of the operating model. Serve as the internal expert on AI‑native process design—the go‑to voice for building systems, not documents. Qualifications Deep experience in program management, organizational design, or operating model work—thinking in systems, not projects. A genuine point of view on how AI changes organizational dynamics, beyond individual workflows. Demonstrated ability to design and implement operating models, not just document existing ones. Experience working across a technical organization without formal authority. Comfort making complex systems thinking legible to skeptical, busy audiences. A first‑hire mindset—building structure where none exists and starting immediately. Location This hybrid role is based in our Austin, Chicago, DC, or NYC office. In‑office attendance is required on Monday, Tuesday, and Thursday, and may increase based on project‑based needs and policy changes. Compensation US base salary range US$198,000 – $215,000 + equity + benefits. Final starting pay will be determined based on job‑related skills, experience, qualifications, work location, and market conditions. Benefits Medical, dental, and vision coverage starting on Day 1 Equity (ISOs) 401(k) program Family planning programs + paid parental leave Physical fitness and wellness memberships Emotional and mental health support programs Unlimited PTO + 10 paid federal holidays + annual week‑long Winter Break Flexible work environment Lunch reimbursement for in‑office employees Employee Resource Groups Learning and Development stipend Transparent culture Amazing mission! Diversity & Inclusion Diversity drives innovation, and our differences make us stronger. We’re passionate about building a workplace that represents a variety of backgrounds, skills, and perspectives, and we do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Everyone is welcome here! If you need accommodations during your application or interview process, please email View email address on click.appcast.io. This email is for accessibility accommodations only. #J-18808-Ljbffr Upside