AI Agent Engineering Lead
Posted 2025-08-23
Remote, USA
Full Time
Immediate Start
<div class="content-intro"><p>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.</p>
<p>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.</p></div><p></p>
<p></p>
<h4 class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">The Mission: Build the Brains Behind Groupon’s Merchant AI</span></strong></h4>
<p class="ng-star-inserted"><span class="ng-star-inserted">Groupon is undergoing a massive AI-first transformation, and this role is at its core. We’re building our first intelligent copilot for merchants—a chat-based assistant that can answer their toughest questions, automate deal creation, and redefine our entire partner experience.</span></p>
<p class="ng-star-inserted"><span class="ng-star-inserted">As our </span><strong class="ng-star-inserted"><span class="ng-star-inserted">AI Agent Engineering Lead</span></strong><span class="ng-star-inserted">, you will be the technical architect behind this new agent. You won't just be prototyping; you will architect, build, and ship the foundational agentic system that will power Groupon’s future interactions with our millions of merchant partners.</span></p>
<h4 class="ng-star-inserted"> </h4>
<h4 class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">🚀What You’ll Build & Own</span></strong></h4>
<ul class="ng-star-inserted">
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">Architect & Build our Merchant AI Copilot:</span></strong><span class="ng-star-inserted"> Design and deliver our first agentic chat assistant from the ground up, using </span><strong class="ng-star-inserted"><span class="ng-star-inserted">Retrieval-Augmented Generation (RAG)</span></strong><span class="ng-star-inserted">, callable tools (</span><strong class="ng-star-inserted"><span class="ng-star-inserted">LangSmith</span></strong><span class="ng-star-inserted">), and live internal data sources.</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">Connect Real-World Data & Business Logic:</span></strong><span class="ng-star-inserted"> Integrate the agent with complex merchant data—performance metrics, payout history, and fees—and encode Groupon’s specific business rules, content policies, and deal lifecycle logic.</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">Implement Smart, Scalable Architecture:</span></strong><span class="ng-star-inserted"> Create robust, structured question-response flows with clear fallback and </span><strong class="ng-star-inserted"><span class="ng-star-inserted">Human-in-the-Loop (HITL)</span></strong><span class="ng-star-inserted"> escalations. Your work will be the scalable foundation for future support bots, onboarding assistants, and deal insight tools.</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">Deliver with Engineering Excellence:</span></strong><span class="ng-star-inserted"> Build and maintain the </span><strong class="ng-star-inserted"><span class="ng-star-inserted">RESTful APIs</span></strong><span class="ng-star-inserted"> and </span><strong class="ng-star-inserted"><span class="ng-star-inserted">microservices</span></strong><span class="ng-star-inserted"> that power the agent, ensuring high performance, scalability, and reliability on our cloud platforms (</span><strong class="ng-star-inserted"><span class="ng-star-inserted">GCP & AWS</span></strong><span class="ng-star-inserted">).</span></p>
</li>
</ul>
<h4 class="ng-star-inserted"> </h4>
<h4 class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">🔎 Who You Are: The Ideal Candidate</span></strong></h4>
<ul class="ng-star-inserted">
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">A Proven AI/LLM Builder:</span></strong><span class="ng-star-inserted"> You are a hands-on engineer who has built and shipped AI agents or chatbots. You’re fluent in modern agentic patterns like </span><strong class="ng-star-inserted"><span class="ng-star-inserted">RAG</span></strong><span class="ng-star-inserted">, tool-chaining, and prompt engineering and have connected them to real business data to solve complex problems.</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">A Pragmatic Software Engineer:</span></strong><span class="ng-star-inserted"> With 5+ years of experience, you have a strong background in backend engineering, distributed systems, and microservices. You are a </span><strong class="ng-star-inserted"><span class="ng-star-inserted">polyglot</span></strong><span class="ng-star-inserted"> at heart—your expertise is in building great software, not just in one language.</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">A Collaborative Leader & Mentor:</span></strong><span class="ng-star-inserted"> You thrive in a team environment and are passionate about mentoring others. While this is an individual contributor role to start, you will lead by example, guiding the team on technical decisions and best practices.</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">A Product-Minded Problem Solver:</span></strong><span class="ng-star-inserted"> You understand how to translate messy, real-world business needs into clean, effective technical solutions. Experience in </span><strong class="ng-star-inserted"><span class="ng-star-inserted">marketplaces, e-commerce, or B2B SaaS</span></strong><span class="ng-star-inserted"> (especially seller/merchant platforms) is a huge plus.</span></p>
</li>
</ul>
<h4 class="ng-star-inserted"> </h4>
<h4 class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">🧑🏼💻Our Tech & Tools</span></strong></h4>
<ul class="ng-star-inserted">
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">AI / LLM:</span></strong><span class="ng-star-inserted"> Retrieval-Augmented Generation (RAG), LangSmith, Vector Databases, Prompt Engineering</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">Cloud & Backend:</span></strong><span class="ng-star-inserted"> GCP, AWS, Docker, Kubernetes, Microservices</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">Languages:</span></strong><span class="ng-star-inserted"> We are language-agnostic. Bring your expertise in Python, Java, Go, etc.</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">Databases & Caching:</span></strong><span class="ng-star-inserted"> PostgreSQL, MySQL, NoSQL, Redis</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">Collaboration:</span></strong><span class="ng-star-inserted"> Jira, Asana, GitHub</span></p>
</li>
</ul>
<h4 class="ng-star-inserted"> </h4>
<h4 class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">💚The Team & Why You Should Join</span></strong></h4>
<p class="ng-star-inserted"><span class="ng-star-inserted">You’ll join the global </span><strong class="ng-star-inserted"><span class="ng-star-inserted">Merchant Organization</span></strong><span class="ng-star-inserted"> (~35 engineers) and report directly to the Director of Engineering. You’ll work closely with a diverse team of product leaders and engineers spread across the US, Europe, and Asia.</span></p>
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">Why Join Groupon?</span></strong></p>
<ul class="ng-star-inserted">
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">Build from Scratch, Not Just Maintain:</span></strong><span class="ng-star-inserted"> This is a greenfield project. You will make foundational architectural decisions that shape our AI strategy for years to come.</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">High-Impact & High-Visibility:</span></strong><span class="ng-star-inserted"> This is a top-priority initiative with direct C-level involvement. Your work will be front-and-center in our company’s transformation.</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">A True AI-First Culture:</span></strong><span class="ng-star-inserted"> We are moving fast, experimenting, and investing heavily in using AI to solve our biggest challenges. You will be empowered to be innovative and disruptive.</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">Define Your Career Trajectory:</span></strong><span class="ng-star-inserted"> Start as our lead technical expert and grow with the program. This role has a clear path to formal leadership as we scale our agentic systems.</span></p>
</li>
</ul>
<p></p><div class="content-conclusion"><p><a href="https://www.groupon.com" target="_blank"><strong>Groupon</strong></a> <strong data-start="323" data-end="357">is an AI-First Company</strong><br data-start="357" data-end="360">We’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 <strong data-start="513" data-end="534">leverage AI tools</strong> 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—<strong data-start="735" data-end="768">you’ll be right at home here.</strong><br><br>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 <a href="https://www.groupon.com/articles/about" target="_blank">here</a>. You can also find out more about us in the latest <a href="https://www.groupon.com/articles/press" target="_blank">Groupon new</a>s as well as learning about our <a href="https://www.groupon.com/articles/dei" target="_blank">DEI approach</a>. 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.</p>
<p><strong>Beware of Recruitment Fraud: </strong>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 <a href="https://www.grouponcareers.com/">Groupon Careers</a></p></div>
<p>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.</p></div><p></p>
<p></p>
<h4 class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">The Mission: Build the Brains Behind Groupon’s Merchant AI</span></strong></h4>
<p class="ng-star-inserted"><span class="ng-star-inserted">Groupon is undergoing a massive AI-first transformation, and this role is at its core. We’re building our first intelligent copilot for merchants—a chat-based assistant that can answer their toughest questions, automate deal creation, and redefine our entire partner experience.</span></p>
<p class="ng-star-inserted"><span class="ng-star-inserted">As our </span><strong class="ng-star-inserted"><span class="ng-star-inserted">AI Agent Engineering Lead</span></strong><span class="ng-star-inserted">, you will be the technical architect behind this new agent. You won't just be prototyping; you will architect, build, and ship the foundational agentic system that will power Groupon’s future interactions with our millions of merchant partners.</span></p>
<h4 class="ng-star-inserted"> </h4>
<h4 class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">🚀What You’ll Build & Own</span></strong></h4>
<ul class="ng-star-inserted">
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">Architect & Build our Merchant AI Copilot:</span></strong><span class="ng-star-inserted"> Design and deliver our first agentic chat assistant from the ground up, using </span><strong class="ng-star-inserted"><span class="ng-star-inserted">Retrieval-Augmented Generation (RAG)</span></strong><span class="ng-star-inserted">, callable tools (</span><strong class="ng-star-inserted"><span class="ng-star-inserted">LangSmith</span></strong><span class="ng-star-inserted">), and live internal data sources.</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">Connect Real-World Data & Business Logic:</span></strong><span class="ng-star-inserted"> Integrate the agent with complex merchant data—performance metrics, payout history, and fees—and encode Groupon’s specific business rules, content policies, and deal lifecycle logic.</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">Implement Smart, Scalable Architecture:</span></strong><span class="ng-star-inserted"> Create robust, structured question-response flows with clear fallback and </span><strong class="ng-star-inserted"><span class="ng-star-inserted">Human-in-the-Loop (HITL)</span></strong><span class="ng-star-inserted"> escalations. Your work will be the scalable foundation for future support bots, onboarding assistants, and deal insight tools.</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">Deliver with Engineering Excellence:</span></strong><span class="ng-star-inserted"> Build and maintain the </span><strong class="ng-star-inserted"><span class="ng-star-inserted">RESTful APIs</span></strong><span class="ng-star-inserted"> and </span><strong class="ng-star-inserted"><span class="ng-star-inserted">microservices</span></strong><span class="ng-star-inserted"> that power the agent, ensuring high performance, scalability, and reliability on our cloud platforms (</span><strong class="ng-star-inserted"><span class="ng-star-inserted">GCP & AWS</span></strong><span class="ng-star-inserted">).</span></p>
</li>
</ul>
<h4 class="ng-star-inserted"> </h4>
<h4 class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">🔎 Who You Are: The Ideal Candidate</span></strong></h4>
<ul class="ng-star-inserted">
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">A Proven AI/LLM Builder:</span></strong><span class="ng-star-inserted"> You are a hands-on engineer who has built and shipped AI agents or chatbots. You’re fluent in modern agentic patterns like </span><strong class="ng-star-inserted"><span class="ng-star-inserted">RAG</span></strong><span class="ng-star-inserted">, tool-chaining, and prompt engineering and have connected them to real business data to solve complex problems.</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">A Pragmatic Software Engineer:</span></strong><span class="ng-star-inserted"> With 5+ years of experience, you have a strong background in backend engineering, distributed systems, and microservices. You are a </span><strong class="ng-star-inserted"><span class="ng-star-inserted">polyglot</span></strong><span class="ng-star-inserted"> at heart—your expertise is in building great software, not just in one language.</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">A Collaborative Leader & Mentor:</span></strong><span class="ng-star-inserted"> You thrive in a team environment and are passionate about mentoring others. While this is an individual contributor role to start, you will lead by example, guiding the team on technical decisions and best practices.</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">A Product-Minded Problem Solver:</span></strong><span class="ng-star-inserted"> You understand how to translate messy, real-world business needs into clean, effective technical solutions. Experience in </span><strong class="ng-star-inserted"><span class="ng-star-inserted">marketplaces, e-commerce, or B2B SaaS</span></strong><span class="ng-star-inserted"> (especially seller/merchant platforms) is a huge plus.</span></p>
</li>
</ul>
<h4 class="ng-star-inserted"> </h4>
<h4 class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">🧑🏼💻Our Tech & Tools</span></strong></h4>
<ul class="ng-star-inserted">
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">AI / LLM:</span></strong><span class="ng-star-inserted"> Retrieval-Augmented Generation (RAG), LangSmith, Vector Databases, Prompt Engineering</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">Cloud & Backend:</span></strong><span class="ng-star-inserted"> GCP, AWS, Docker, Kubernetes, Microservices</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">Languages:</span></strong><span class="ng-star-inserted"> We are language-agnostic. Bring your expertise in Python, Java, Go, etc.</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">Databases & Caching:</span></strong><span class="ng-star-inserted"> PostgreSQL, MySQL, NoSQL, Redis</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">Collaboration:</span></strong><span class="ng-star-inserted"> Jira, Asana, GitHub</span></p>
</li>
</ul>
<h4 class="ng-star-inserted"> </h4>
<h4 class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">💚The Team & Why You Should Join</span></strong></h4>
<p class="ng-star-inserted"><span class="ng-star-inserted">You’ll join the global </span><strong class="ng-star-inserted"><span class="ng-star-inserted">Merchant Organization</span></strong><span class="ng-star-inserted"> (~35 engineers) and report directly to the Director of Engineering. You’ll work closely with a diverse team of product leaders and engineers spread across the US, Europe, and Asia.</span></p>
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">Why Join Groupon?</span></strong></p>
<ul class="ng-star-inserted">
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">Build from Scratch, Not Just Maintain:</span></strong><span class="ng-star-inserted"> This is a greenfield project. You will make foundational architectural decisions that shape our AI strategy for years to come.</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">High-Impact & High-Visibility:</span></strong><span class="ng-star-inserted"> This is a top-priority initiative with direct C-level involvement. Your work will be front-and-center in our company’s transformation.</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">A True AI-First Culture:</span></strong><span class="ng-star-inserted"> We are moving fast, experimenting, and investing heavily in using AI to solve our biggest challenges. You will be empowered to be innovative and disruptive.</span></p>
</li>
<li class="ng-star-inserted">
<p class="ng-star-inserted"><strong class="ng-star-inserted"><span class="ng-star-inserted">Define Your Career Trajectory:</span></strong><span class="ng-star-inserted"> Start as our lead technical expert and grow with the program. This role has a clear path to formal leadership as we scale our agentic systems.</span></p>
</li>
</ul>
<p></p><div class="content-conclusion"><p><a href="https://www.groupon.com" target="_blank"><strong>Groupon</strong></a> <strong data-start="323" data-end="357">is an AI-First Company</strong><br data-start="357" data-end="360">We’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 <strong data-start="513" data-end="534">leverage AI tools</strong> 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—<strong data-start="735" data-end="768">you’ll be right at home here.</strong><br><br>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 <a href="https://www.groupon.com/articles/about" target="_blank">here</a>. You can also find out more about us in the latest <a href="https://www.groupon.com/articles/press" target="_blank">Groupon new</a>s as well as learning about our <a href="https://www.groupon.com/articles/dei" target="_blank">DEI approach</a>. 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.</p>
<p><strong>Beware of Recruitment Fraud: </strong>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 <a href="https://www.grouponcareers.com/">Groupon Careers</a></p></div>