Senior Director, Marketplace Operations – Health

Upside

Senior Director leading optimization of Upside's marketplace operations. Role requires partnership across teams to drive growth and ensure data integrity within the marketplace.

Posted 5/18/2026full-timeWashington, D.C. • District of Columbia, Washington • 🇺🇸 United StatesSenior💰 $220,000 - $256,000 per yearWebsite

Tech Stack

Tools & technologies

SQL

About the role

Key responsibilities & impact

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 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.
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
AI centric approach to monitoring, investigating and scaling operations

Requirements

What you’ll need

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

Benefits

Comp & perks

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
Amazing mission!

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

data operationsmarketplace operationssystem data reliability engineeringSQLhealth monitoring frameworksLeanSix SigmaDMAICdata pipeline awarenessincident management

Soft Skills

cross-functional leadershipstrategic directioncoachinganalytical fluencycontinuous improvementproblem-solvingcommunicationcollaborationteam managementproactive prevention