Senior Director, Marketplace Operations & Health

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. Meet the Marketplace Operations & System Health team The Marketplace Operations & System Health team is passionate about building the data integrity layer that keeps Upside’s marketplace trusted, reliable, and primed for growth. We are a curious, action‑oriented group who thrive at the intersection of data, operations, and product — equally energized by preventing the next incident and engineering systems that make firefighting obsolete. We collaborate closely with Engineering, Data, and our commercial partners across the organization, and foster an environment where diverse perspectives and continuous improvement aren’t just encouraged — they’re how we get better every day. Specifically, you will Own the end‑to‑end optimization and health of Upside’s marketplace operations. From retailer data pipelines through Upside’s marketplace systems. Identify opportunities to drive overall growth and accelerate strategic initiatives through optimization and tuning of Upside’s marketplace. Define the monitoring model, alerting thresholds, and SLAs that underpin marketplace reliability. Partner closely across the entire company, particularly with Product, Engineering, Data Engineering and B2B/B2C commercial teams. Manage and develop the Marketplace Operations team (currently 3 ICs), providing strategic direction, coaching, and cross‑functional coordination. What you should have 7+ years in data operations, marketplace/platform ops, or system data reliability engineering with a business focus to drive revenue and GMV growth. Cross‑functional leadership experience across Data Engineering, Ops, Marketing and GTM/Sales. Incident management and post‑mortem ownership (owns “data downtime” as a KPI). Experience building health monitoring frameworks at scale (alerting, SLAs, dashboards). Strong data literacy and analytical fluency (SQL, data pipeline awareness). Track record of driving systematic improvement — not just firefighting. 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 $220,000 - $256,000 + equity + benefits. The 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 + our annual, week‑long Winter Break. Flexible work environment. Lunch reimbursement for in‑office employees. Employee Resource Groups. Learning and Development stipend. Transparent culture. Diversity and 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 there’s anything we can do to support a disability or special need during your application or interview process, please email View email address on click.appcast.io. This email is for accessibility accommodations only, it should not be used to submit job applications. #J-18808-Ljbffr Dormont Manufacturing Co