Director / Senior Director, Marketplace Strategy & Operations

Groupon•Chicago, IL

4d•$190,000 - $280,000•Hybrid

About The Position

This role is responsible for shaping how Groupon’s marketplace performs for customers, merchants, and the business. The individual will identify high-priority opportunities, determine focus areas, and lead initiatives to achieve measurable results. The work involves improving merchant supply, strengthening deal quality, and evaluating pricing and take-rate trade-offs. The position requires combining independent problem-solving, rigorous analysis, and cross-functional leadership to drive business improvements. It is a hands-on leadership role where the individual will lead analysis and work with senior functional partners to implement recommendations and achieve measurable results.

Requirements

Bachelor’s degree
8+ years in Strategy & Operations, business operations, consulting, corporate strategy, or another analytically demanding operating role
For Director: owned complex initiatives end to end, including implementation and measurable results.
For Senior Director: owned a comparable business or agenda at scale (e.g., a P&L, a function, a multi-year commercial agenda) where you carried the decisions and the outcome, and settled trade-offs directly with senior leaders.
Strong analytical and commercial judgment; comfortable working directly with data, quick to challenge assumptions, able to decide with incomplete information.
Ability to learn unfamiliar areas quickly and move from ambiguity to grounded decisions at pace, with the judgment to know when an 80/20 answer is sufficient and when deeper work is required.
A track record of leading work across functions and influencing senior stakeholders without reporting-line authority.
AI fluency: experience using AI to investigate problems, prototype, and automate, and the ability to validate its output.
Clear executive communication: concise recommendations, explicit trade-offs, constructive challenge.
Marketplace or technology experience is useful.

Nice To Haves

Prior B2B sales experience is not required.

Responsibilities

Identify and prioritize opportunities by diagnosing marketplace performance, sizing opportunities, and determining focus areas across merchant supply, customer value, sales productivity, and operating efficiency.
Own initiatives from diagnosis through results, including defining the problem, establishing the business case, deciding the course of action, and leading implementation with relevant teams.
Use analysis to guide decisions by building and pressure-testing models, investigating underlying data, and evaluating commercial trade-offs.
Lead decisions across functions by bringing senior stakeholders to agreement on priorities, trade-offs, responsibilities, and delivery commitments, resolving obstacles, and keeping implementation moving.
Establish how success will be measured by defining baselines, targets, and expected impact, then tracking delivery and adjusting as needed.
Test, launch, and scale improvements by designing and running pilots, measuring results, refining the approach, and turning successful changes into repeatable processes and tools with clear ownership for ongoing operation.
Use AI to investigate, prototype, and automate recurring work, while also validating its output.