Upside
Product
SeniorDirector,MarketplaceOperations&Health
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“Senior Director, Marketplace Operations & Health at Upside. Skills: marketplace operations, system health, data integrity, continuous improvement, incident management. 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”
What You'll Achieve.
Own the end-to-end optimization and health of Upside’s marketplace operations.; drive overall growth and accelerate strategic initiatives; Execute, deliver and report on strategies to accelerate growth and drive strategic initiatives; Define and deliver a continuous improvement roadmap; Define the monitoring model, alerting thresholds, and SLAs that underpin marketplace reliability; Build and operate a layered health model that detects anomalies, data quality failures, and marketplace disruptions in real time, managing “data downtime” as a key performance indicator; Lead the incident lifecycle for data and quality failures: own detection, triage, resolution, and post-mortem review — ensuring continuous improvement and reduced time-to-resolution; Embed Lean/Six Sigma discipline (DMAIC and similar frameworks) to systematically reduce the root causes of quality issues, moving the team from reactive firefighting to proactive prevention; Push validation and self-healing capabilities upstream into the core product — reducing manual intervention at scale.
Industry & Context.
preventing the next incident; systematically reduce the root causes of quality issues; AI centric approach to monitoring, investigating and scaling operations
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.
What They're Looking For.
Must 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), data literacy and analytical fluency (SQL, data pipeline awareness), Track record of driving systematic improvement — not just firefighting
What You'll Do.
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
deliver and report on strategies to accelerate growth and drive strategic initiatives
Define and deliver a continuous improvement roadmap to CPO-level leadership
and systemic risks before they impact merchants or consumers
Define the monitoring model
and SLAs that underpin marketplace reliability
Build and operate a layered health model that detects anomalies
data quality failures
and marketplace disruptions in real time
managing “data downtime” as a key performance indicator
Lead the incident lifecycle for data and quality failures: own detection
and post-mortem review — ensuring continuous improvement and reduced time-to-resolution
Embed Lean/Six Sigma discipline (DMAIC and similar frameworks) to systematically reduce the root causes of quality issues
moving the team from reactive firefighting to proactive prevention
Push validation and self-healing capabilities upstream into the core product — reducing manual intervention at scale.
Manage and develop the Marketplace Operations team (currently 3 ICs)
providing strategic direction
and cross-functional coordination
How You'll Work.
Team & Collaboration
Collaborate closely with Engineering, Data, and our commercial partners across the organization; Partner closely across the entire company, particularly with Product, Engineering, Data Engineering and B2B2C commercial teams; Cross-functional leadership experience across Data Engineering, Ops, Marketing and GTM/Sales
Communication Scope
report on strategies; surfacing trends, patterns, and systemic risks
Process & Methodology
Define and deliver a continuous improvement roadmap
Full Job Description
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 - Execute, deliver and report on strategies to accelerate growth and drive strategic initiatives - Define and deliver a continuous improvement roadmap to CPO-level leadership, surfacing trends, patterns, and systemic risks before they impact merchants or consumers - Define the monitoring model, alerting thresholds, and SLAs
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