Senior Full Stack Engineer, Support AI & Automation

Meet UpsideWe created Upside to transform brick-and-mortar commerce. Our technology uses the sophistication of online retail—profit measurement, attribution, and incrementality—to provide users with more value on their everyday purchases and brick-and-mortar businesses with new, profitable customers. We’ve helped millions of users earn 2 to 3 times more cashback than any other product, and hundreds of thousands of brick-and-mortar businesses earn measurable profit. Billions of dollars in commerce run through the Upside platform every year, and that value goes directly back to our retailer partners, the consumers they serve, and important sustainability initiatives.About The RoleWe are looking for a Senior CX Systems Engineer, AI & Automation to help scale the technology that powers our Consumer Operations organization.In this role, you’ll build and maintain the systems, integrations, and AI-powered workflows that enable our support teams to operate efficiently while delivering exceptional customer experiences. You’ll work closely with Consumer Operations, Product, and Engineering partners to automate manual processes, improve support tooling, and leverage AI technologies to solve real business problems.This is a highly hands-on engineering role focused on execution, experimentation, and continuous improvement. The ideal candidate enjoys building practical solutions, working across systems, and using emerging AI technologies to drive measurable impact.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 changes to Upside’s in-office policy over time.CompensationThe US base salary range for this full-time position is $130,000 - $150,000 + equity + benefits. The final starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. Your recruiter can share more about the specific salary range during the hiring process.BenefitsMedical, dental, and vision coverage starting on Day 1Equity (ISOs)401(k) programFamily planning programs + paid parental leavePhysical fitness and wellness membershipsEmotional and mental health support programsUnlimited PTO + 10 paid federal holidays + our annual, week-long Winter BreakFlexible work environmentLunch reimbursement for in-office employeesEmployee Resource GroupsLearning and Development stipendTransparent cultureAmazing mission!Diversity And InclusionDiversity 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 there's anything we can do to support a disability or special need during your application or interview process, please email accommodations@upside.com.This email is for accessibility accommodations only, it should not be used to submit job applications.Notice To Recruiters And Placement AgenciesThis is an in-house search with a dedicated recruiter. Please do not submit resumes to any person or email address at Upside. Upside is not liable for, and will not pay, placement fees for candidates submitted by any party or agency other than its approved recruitment partners.Compensation Range: $130K - $150K