Director / Senior Director, Marketplace Strategy & Operations

Groupon•Chicago, IL

4d•Hybrid

About The Position

Groupon connects 42 million customers with local experiences - restaurants, events, wellness and travel - and the million-plus merchants who deliver them. Our mission is to get people offline and into the real world at prices that make it possible. We're an AI-native company in the middle of a platform transformation, moving from a deals marketplace to an experience discovery platform that works for customers and merchants at the same time. This role will help shape how Groupon’s marketplace performs for customers, merchants and the business. Working with senior leaders across Groupon, you will identify high-priority opportunities, determine where to focus and lead initiatives through measurable results. Your work could range from improving merchant supply in high-demand markets to strengthening deal quality and evaluating pricing and take-rate trade-offs. You will combine independent problem-solving, rigorous analysis and cross-functional leadership to turn important commercial questions into changes that improve the business. This is a hands-on leadership role: you will personally lead the analysis and work with senior functional partners to turn recommendations into measurable results.

Requirements

Bachelor’s degree, and 8+ years in Strategy & Operations, business operations, consulting, corporate strategy or another analytically demanding operating role
For Director: you’ve owned complex initiatives end to end — including the implementation and the measurable result, not just the recommendation
For Senior Director: you’ve owned a comparable business or agenda at scale — 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
You 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 is a baseline here, not a bonus. You already use AI to investigate problems, prototype and automate; and you validate what it gives you
Clear executive communication: concise recommendations, explicit trade-offs, constructive challenge

Nice To Haves

Marketplace or technology experience is useful.
Prior B2B sales experience is not required.

Responsibilities

Identify and prioritize opportunities. Diagnose marketplace performance, size the opportunities, and determine where Groupon should focus across merchant supply, customer value, sales productivity and operating efficiency
Own initiatives from diagnosis through results. Define the problem, establish the business case, decide the course of action and lead implementation with the relevant teams
Use analysis to guide decisions. Build and pressure-test models, investigate the underlying data, and evaluate commercial trade-offs
Lead decisions across functions. Bring senior stakeholders to agreement on priorities, trade-offs, responsibilities and delivery commitments. Resolve obstacles and keep implementation moving.
Establish how success will be measured. Define baselines, targets and expected impact, then track whether the change delivered and adjust when it doesn’t
Test, launch and scale improvements. Design and run pilots, measure results and refine the approach. Turn successful changes into repeatable processes and tools, with clear ownership for ongoing operation.
Use AI to go faster. Investigate, prototype and automate recurring work; and know when to distrust what it gives you