Director / Senior Director, Marketplace Strategy & Operations

Groupon•Chicago, IL

22d•$257,000 - $406,000•Hybrid

About The Position

Groupon is hiring a Director or Senior Director to shape marketplace performance for customers, merchants, and the business. The role identifies high-priority opportunities, determines where to focus, and leads initiatives from analysis through implementation and measurable results. Work may include improving merchant supply in high-demand markets, strengthening deal quality, and evaluating pricing and take-rate trade-offs. This is a hands-on leadership position requiring independent problem-solving, rigorous analysis, and cross-functional leadership. The role works with senior leaders and teams across Sales, Product, Marketing, Finance, Analytics, and Operations. It has a global remit, direct access to senior leaders, and reports to the VP of Marketplace Strategy & Operations. The position leads through cross-functional influence and has no direct reports at hire. Senior Director candidates are expected to lead a broader or more complex commercial agenda, with greater independence in shaping priorities, resolving trade-offs, and securing commitments. The position is based in Chicago in a hybrid arrangement or in New York City remotely, with approximately 10% travel. Base salary is $190,000–$280,000, depending on experience and role level. Target bonus is 35% at Director and 45% at Senior Director; stated target total cash compensation is approximately $257,000–$406,000. An annual equity award is also offered.

Requirements

Bachelor’s degree.
At least 8 years of experience in Strategy & Operations, business operations, consulting, corporate strategy, or another analytically demanding operating role.
For Director: experience owning complex initiatives end to end, including implementation and measurable results.
For Senior Director: experience owning a comparable business or agenda at scale, such as a P&L, a function, or a multi-year commercial agenda, with responsibility for decisions and outcomes and direct resolution of trade-offs with senior leaders.
Strong analytical and commercial judgment, including comfort working directly with data, challenging assumptions, and making decisions with incomplete information.
Ability to learn unfamiliar areas quickly and move from ambiguity to grounded decisions at pace, using judgment to determine when an 80/20 answer is sufficient and when deeper analysis is needed.
Track record of leading cross-functional work and influencing senior stakeholders without reporting-line authority.
AI fluency, including using AI to investigate problems, prototype, and automate, and validating its outputs.
Clear executive communication, including concise recommendations, explicit trade-offs, and constructive challenge.

Nice To Haves

Marketplace or technology experience.

Responsibilities

Diagnose marketplace performance, size opportunities, and prioritize focus across merchant supply, customer value, sales productivity, and operating efficiency.
Own initiatives from diagnosis through business case, decisions, implementation, and measurable results.
Build and pressure-test models, investigate data, and evaluate commercial trade-offs to guide decisions.
Align senior stakeholders on priorities, trade-offs, responsibilities, and delivery commitments; resolve obstacles and maintain implementation progress.
Define baselines, targets, and expected impact, track results, and adjust initiatives when they do not deliver.
Design and run pilots, measure results, refine approaches, and scale successful improvements into repeatable processes and tools with clear ongoing ownership.
Investigate, prototype, and automate recurring work using AI, while validating its outputs.
Lead cross-functional implementation and ensure improvements become part of ongoing business operations.