Director / Senior Director, Marketplace Strategy & Operations

<div class="content-intro"><p data-pm-slice="1 1 []">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.</p> <p> </p></div><p><strong><strong>Chicago (Hybrid) or New York City (Remote) · Global remit · Full-time, permanent</strong></strong></p> <p> </p> <p><strong><strong>About the role</strong></strong></p> <p>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.</p> <p>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.</p> <p> </p> <p><strong><strong>Key Responsibilities</strong></strong></p> <p>You’ll report to the VP of Marketplace Strategy & Operations and work across Sales, Product, Marketing, Finance, Analytics and Operations. You’ll spend your days in the data, in the numbers, and in rooms with senior leaders getting to a decision. You will lead implementation with the relevant teams and make sure the improvements become part of how the business operates.</p> <p>With a global remit and direct access to senior leaders, you will move quickly from analysis to decisions and implementation.</p> <p><strong>Concretely, you will:</strong></p> <ul> <li> <p>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</p> </li> <li> <p>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</p> </li> <li> <p>Use analysis to guide decisions. Build and pressure-test models, investigate the underlying data, and evaluate commercial trade-offs</p> </li> <li> <p>Lead decisions across functions. Bring senior stakeholders to agreement on priorities, trade-offs, responsibilities and delivery commitments. Resolve obstacles and keep implementation moving.</p> </li> <li> <p>Establish how success will be measured. Define baselines, targets and expected impact, then track whether the change delivered and adjust when it doesn’t</p> </li> <li> <p>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.</p> </li> <li> <p>Use AI to go faster. Investigate, prototype and automate recurring work; and know when to distrust what it gives you</p> </li> </ul> <p> </p> <p><strong><strong>Role level and scope</strong></strong></p> <p>Both levels own complex initiatives from diagnosis through implementation and measurable results. Senior Director candidates should bring experience leading a broader or more complex commercial agenda, with greater independence in shaping priorities, resolving trade-offs and securing commitments across functions. This role leads through cross-functional influence and has no direct reports at hire.</p> <p> </p> <p><strong><strong>Key Requirements</strong></strong></p> <ul> <li> <p>Bachelor’s degree, and 8+ years in Strategy & Operations, business operations, consulting, corporate strategy or another analytically demanding operating role</p> </li> <li> <p>For Director: you’ve owned complex initiatives end to end — including the implementation and the measurable result, not just the recommendation</p> </li> <li> <p>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</p> </li> <li> <p>Strong analytical and commercial judgment: comfortable working directly with data, quick to challenge assumptions, able to decide with incomplete information</p> </li> <li> <p>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. </p> </li> <li> <p>A track record of leading work across functions and influencing senior stakeholders without reporting-line authority</p> </li> <li> <p>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</p> </li> <li&gt