Engineering Director for B2B Platform

Groupon is a marketplace where customers discover new experiences and services everyday and local businesses thrive. To date we have worked with over a million merchant partners worldwide, connecting over 16 million customers with deals across various categories. In a world often dominated by e-commerce giants, we stand out as one of the few platforms uniquely committed to helping local businesses succeed on a performance basis. Groupon is on a radical journey to transform our business with relentless pursuit of results. Even with thousands of employees spread across multiple continents, we still maintain a culture that inspires innovation, rewards risk-taking and celebrates success. The impact here can be immediate due to our scale and the speed of our transformation. We're a "best of both worlds" kind of company. We're big enough to have the resources and scale, but small enough that a single person has a surprising amount of autonomy and can make a meaningful impact. This isn't a role for a caretaker. This is for a builder. At Groupon, we're in the middle of a bold transformation. We are an AI-First company, and we're rebuilding our core technology to be smarter, faster, and more innovative. We're looking for a hands-on Director of Engineering to lead the charge on one of our most critical missions: architecting the future of our entire B2B ecosystem. You will own the end-to-end migration from our legacy monoliths to a modern, AI-integrated platform on GCP. This is your opportunity to dismantle the old, design the new, and make a definitive mark on a global platform that powers thousands of local businesses.  What You'll Do: Architect and Deliver the Future: Lead the 2-year B2B technology transformation, migrating our core Deal Management and Merchant Center platforms to our modern "Stack 2.0" (GCP/TypeScript) with zero downtime for our global sales teams. Build with an AI-First Mindset: Move beyond buzzwords. You will integrate AI and LLMs as a core component of our strategy, transforming Salesforce into a high-velocity sales engine and launching our new, AI-powered LeadGen 2.0 system. Mentor and Scale a World-Class Team: Lead a distributed team of 30+ engineers, fostering a culture of technical excellence, speed, and pragmatism. You'll delegate effectively, keeping your best talent focused on the transformation while ensuring legacy systems remain stable.  What You'll Bring: Proven Transformation Experience: You have a track record of leading large-scale B2B platform modernization, successfully migrating complex legacy systems to cloud-native architectures (ideally on GCP or AWS). Hands-On Architectural Credibility: You are not far from the code. You have deep expertise in distributed systems, TypeScript, and complex Salesforce integrations, and you can confidently guide your senior engineers through tough technical decisions. A "Scale-Up" Mindset: You thrive in a fast-paced, high-pressure environment where priorities shift and speed is critical. You are a pragmatic leader who can balance strategic vision with relentless execution.  Our Tech Stack Includes:GCP (Google Cloud), TypeScript, Salesforce (Sales & Service Cloud), Encore (Internal Developer Platform), Temporal, Microservices Architecture, Java, Ruby.  We are Groupon and we are an AI-First Company We're committed to building smarter, faster, and more innovative ways of working—and AI plays a key role in how we get there. If you're passionate about using AI to solve real-world business problems and want to lead a team at the forefront of this change, you'll be right at home here. Groupon is an AI-First CompanyWe're committed to building smarter, faster, and more innovative ways of working—and AI plays a key role in how we get there. We encourage candidates to leverage AI tools during the hiring process where it adds value, and we're always keen to hear how technology improves the way you work. If you're passionate about AI or curious to explore how it can elevate your role—you'll be right at home here.Groupon's purpose is to build strong communities through thriving small businesses. To learn more about the world's largest local e-commerce marketplace, click here. You can also find out more about us in the latest Groupon news as well as learning about our DEI approach. If all of this sounds like something that's a great fit for you, then click apply and join us on a mission to become the ultimate destination for local experiences and services. Beware of Recruitment Fraud: Groupon follows a merit-based recruitment process without charging job seekers any fees. We've noticed an increase in recruitment fraud, including fake job postings and fraudulent interviews and job offers aimed at stealing personal information or money. Be cautious of individuals falsely representing Groupon's Talent Acquisition team with fake job offers. If you encounter any suspicious job offers or interview calls demanding money, recognize these as scams. Groupon is not responsible for losses from such dealings. For legitimate job openings (and a sneak peek into life at Groupon), always check our official career website at Groupon Careers