Upside is a nationally scalable housing stability platform that partners with health plans and employers to identify and stabilize people experiencing housing instability.
Meet Upside: We 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 ROLE: As engineering leaders at Upside, we strive to gather the right information from those around us and take the right calculated risks. In doing so, we hope to help teams quickly make key decisions that will ship high quality software with the most delightful experience possible to our users. We’re looking for an Engineering Manager to lead our Consumer Core team, a full-stack group responsible for Upside’s core functionality within our Kotlin Multiplatform (KMP) front-end and our Python + Java driven back-end. This team delivers the architectural foundations and security patterns that empower our Consumer full-stack teams to build scalable features across the entire funnel. This leader will combine technical contributions with people-first leadership to drive operational excellence, foster growth, and scale the systems that underpin our primary product platform. This role will also work closely with other engineering leaders to plan and guide organizational and technical strategy to support both our Consumer and Partnerships applications and systems. Here are some ways we have seen leaders drive impact at Upside: - Create a safe, collaborative team environment. You name problems and invite open discussion, which motivates your team to do their best work. - Operate with a first-team mindset. You lean in when important areas need help, regardless of whether it's “your” domain, and prioritize the success of the whole organization. - Raise the bar. You identify and influence improvements in quality, performance, speed of execution, and engineering standards. - Grow talent. You coach your engineers, recognize their achievements, and help them develop skills that will benefit them and Upside for years to come. - Set clarity and empower autonomy. You ensure expectations and direction are clearly articulated so that individuals and teams can operate with independence, confidence, and creativity. In addition to the leadership responsibilities above, you will: - Clearly defines and maintains the team’s domain boundaries across authentication, event architecture, user research and analytical workflows, internal mobile tooling, app security support, mobile FinOps, and cross-team repos, while leaving room for evolution as Upside’s needs change. - Champion system-level quality by identifying and addressing gaps in reliability, scalability, security, and performance across our app and API stack. - Ensure the consumer app platform is secure, cost-efficient, and production-ready, and that the development stacks and tooling enable self-service, repeatable, and trusted workflows. - Oversee team AI adoption and general exploration strategy to keep our KMP, Python, and Java platforms on the frontier of industry-leading tools and integrations. - Act as the primary point of contact for internal partners (e.g. Product, Design, Security, and Data Science), ensuring platform capabilities support evolving business needs. - Represent the Consumer Core team in cross-functional planning, technical councils, and long-term roadmap discussions. YOU MAY BE A FIT IF YOU: - Have 3+ years of engineering management experience, ideally across mobile or distributed API domains. - Thrive in environments where you’re asked to scale teams, elevate systems, and solve ambiguity in equal measure. - Able to dive into deep technical challenges and steer mobile and API infrastructure (AWS preferred), analytical and SDLC tools (e.g., Mixpanel, Runway). - Have recent hands-on experience with mobile and API development, including best practices such as serverless, event-driven, REST, microservices, MVI, and Clean architecture patterns. - Value clarity over consensus and help teams stay aligned through high-change, high-growth conditions. - Are passionate about integrating generative AI into team workflows and engineering processes to improve delivery speed, quality, and developer productivity, and foster continuous improvement across the development lifecycle. Engineering Culture: We want our engineering leaders to be able to make thoughtful, impactful technical decisions while also having the space to coach their engineers and support their growth. We ask our managers to focus on a team of around 8 direct reports, while our more senior managers may operate across two teams. The staffing for these reports is always split - we see incredible value from a mix of full-time and contract staff. 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 changes to Upside’s in-office policy over time. Compensation: The US base salary range for this full-time position is $185,000 - $215,000+ 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. #LI-Hybrid #LI-NE1 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 men