About Groupon:

Groupon is a marketplace where millions of customers discover new experiences every day—and where local businesses grow through performance-based marketing. We’ve partnered with more than a million merchants globally, connecting 16+ million customers with offers across experiences, services, and more.

We’re in the middle of a transformation focused on speed, innovation, and operational excellence. We operate at a global scale but maintain a culture where individuals can make an immediate impact. If you thrive in an environment that combines autonomy, ownership, and real results, Groupon is the place to grow your career.

About the Role:

The Enterprise Business Development Manager is responsible for acquiring and closing new Enterprise-level partners across nationwide and multi-market/multi-location groups within the Home & Auto category. You will promote Groupon’s value as a marketing and customer acquisition platform and negotiate strategic, high-impact deals that drive meaningful results for merchants and subscribers.

You’ll operate within our enterprise sales process while having the autonomy to determine how best to develop your pipeline, engage targeted accounts, and structure profitable partnerships. You will partner closely with the broader Enterprise Sales and Merchant Development teams to ensure each deal is operationalized successfully.

If you are a consultative seller who knows how to open doors, navigate complex organizations, and build compelling commercial offers—this role is for you.

What You'll Accomplish:

Enterprise Acquisition & Deal Closing

• Develop and close new national and multi-market Enterprise opportunities using your network, outbound outreach, research, and inbound pipeline.
• Re-engage Enterprise merchants that are lapsed or have not recently featured on the platform.
• Lead high-quality prospecting into targeted, high-value accounts using a consultative, solution-led approach.
• Own the full sales cycle from identification → outreach → pitch → negotiation → deal close.

Consultative Selling & Deal Structuring

• Understand each merchant’s business model, target audience, competitive landscape, and revenue drivers.
• Craft compelling, data-backed offer structures aligned with merchant and Groupon objectives.
• Negotiate complex commercial parameters (margin, caps, pricing, unit economics, operational terms) within guidelines.

Cross-Functional Collaboration

• Work closely with Merchant Development to ensure a smooth transition post-close and alignment on long-term merchant strategy.
• Partner with internal stakeholders to ensure offers are executable and optimized for performance.

Operational Excellence

• Maintain accurate pipeline activity and adhere to sales processes and CRM expectations.
• Handle multiple concurrent deals with strong prioritization and organizational discipline.
• Communicate with clarity both internally and externally, including preparing pitch materials and presenting in one-on-one or small-group settings.

Work Environment Expectations

• Use the phone for outreach up to 6 hours per day.
• Regularly send emails and work at a desk for extended periods.
• Operate effectively in an open, collaborative office environment.

What We’re Looking For:

Required

• Bachelor’s degree in Business, Sales, Marketing, or related field.
• 2+ years of Enterprise-level sales experience (Home & Auto industries strongly preferred).
• Demonstrated success exceeding revenue and GP targets in new business roles.
• Strong consultative selling skills with the ability to navigate complex commercial conversations.
• Proven ability to negotiate sophisticated deal structures.
• Experience selling in fast-paced, high-velocity sales environments.
• Familiarity with digital marketing or online acquisition strategies.

Preferred

• Experience selling into nationwide or multi-location Enterprise accounts.
• Understanding of subscription, voucher, performance-based, or marketplace business models.
• Strong track record of high close rates, particularly on TMC (Tiered Merchant Contracts).

Why You’ll Love It Here:

• Total Compensation: Up to $300,000 (base + performance incentives)
  • Base Salary: $130k - $170k+
• Hybrid work model (3 days/week in Chicago office)
  • Alternate locations: Can be remote for the right fit
• Full benefits package including Medical, Dental, Vision, EAP, 401(k) Match, ESPP, Life & Disability Insurance, FSAs, and more
• Real impact on a high-visibility category
• Autonomy, ownership, and a chance to influence how major national brands show up on Groupon

#LI-Hybrid

About the Role:

Most roles at the start of a career come with an onboarding deck and a defined task list. This one does not. Groupon is rebuilding how it sells — from the ground up, with AI — and the person in this role is part of that build from day one.

The vehicle is Project Foundry: a production fleet of AI agents designed to give Groupon a parallel sales force that operates 24/7 and to make every human rep sharper the moment they step into a deal. Two layers: the first runs full sales motions autonomously — outbound, inbound triage, reactivation — so reps receive warm opportunities rather than cold lists. The second equips reps at the handoff point — context surfaced, deal history ready, next action suggested.

Reporting directly to the CSO, the GTM AI Specialist learns the full architecture, contributes to both layers, and progressively takes end-to-end ownership of agents in production. You are not joining a team that advises the business on AI. You are building the system that is the business. There is no playbook. You help write it.

North Star

Ship AI agents that run on real merchant data, prove their value in measurable terms, and make the sales organisation faster and sharper than it would be without them. The build compounds — every signal, every call, every conversion feeds back into what you build next. You are here to make that happen.

What You’ll Do:

• Build across both layers of the fleet — Layer 1: agents that run autonomously without rep involvement — outbound sequencing, lead prioritisation, inbound triage, reactivation. Reps receive warm opportunities, not cold lists. Layer 2: agents that equip reps at the moment they step in — account context surfaced, deal history ready, next action suggested. You learn how both layers work and progressively contribute to each.
• Identify what to build and make the case for it — You are not waiting to be given a task list. You look at the sales organisation, find the highest-value problem an agent could solve, and bring a structured proposal to the CSO. Judgment about what is worth building matters as much as the ability to build it.
• Test, measure, and iterate — You run experiments on real merchant data, measure whether what you built is working, identify failure modes, and refine. Every agent you touch has a documented performance trail. You do not ship and move on.
• Mine call transcripts for agent inputs — Process sales call recordings to extract patterns, category signals, and performance data. This is raw material for the agents you build — not a separate analytics workstream. You surface insights from it and design around them.
• Document and maintain what you ship — Every agent you deploy has a before/after record. You keep it current. You present it. You own what you built — not just while you're building it.

What You Bring:

• A degree from an Ivy League or equivalent top-tier university strongly preferred— computer science, data science, economics, mathematics, or a field that taught you to think in systems. The subject matters less than the rigor of how you were trained to think.
• You have built an AI agent or automated workflow — not a class project. Something you designed, built, and iterated on because you wanted to see if it would work. You can explain what it did, what broke, and what you changed. The bar is not commercial success. The bar is that you shipped something real.
• Technical capability to build: you have used LLM APIs (OpenAI, Anthropic, or equivalent), built prompt architectures, and connected systems together. Python or equivalent. You do not need to be a software engineer — but you need to be able to build a working agent without asking someone else to write the code.
• Commercial curiosity. You read about how businesses make money. You ask why something converts and why something else doesn’t. You do not need a sales background — you need the instinct to connect what you build to a GP outcome.
• Rigor with data. You do not accept a number without understanding where it came from. You build your own measurement frameworks when none exist.

Who You Are:

• Builder first — your instinct is to build, not to ask for permission. You have side projects because you were curious, not because someone assigned them.
• AI-native, not AI-curious — you have spent real time understanding what these systems can and cannot do. You know the difference between a demo and a deployed agent.
• Comfortable with ambiguity — you can start without a complete brief, identify the next right step, and keep moving. You learn faster by doing than by waiting for clarity.
• Commercially curious — you connect what you build to a business outcome. You ask why something converts and why something doesn’t. Technology is the means; impact is the goal.

You are early in your career. That is the point. If you don’t tick every box but you build, learn fast, and want to work on something that doesn’t yet exist — we want to hear from you.

How We Operate:

Five principles. Non-negotiable.

• Extreme Ownership — if an agent you’re responsible for underperforms, you own the diagnosis and the fix — not the vendor, not the backlog.
• Speed Over Comfort — you ship an experiment before you’re sure it will work. You learn from live data, not from waiting.
• Impact Obsessed — every hour of your time should connect to a GP outcome — directly or as a clear step toward one.
• Simplify to Scale — you document what you build so it can be used by someone else. Complexity you create and don’t explain is debt.
• Disciplined — you keep your data clean, your experiments rigorous, and your performance logs current. Good intentions without rigour produce noise.

How We Measure Your Success:

• Agent shipped: first working agent in production by day 90, with a documented hypothesis, performance data, and an honest assessment of what worked and what didn’t
• Quality of proposals: structured agent proposals to the CSO — ranked by commercial impact, grounded in data, specific about what gets built and how it gets measured
• Experiment rigour: every agent you deploy has a defined success metric set before go-live — not retrofitted afterward
• Learning progression: demonstrated improvement in AI build quality, commercial reasoning, and stack fluency quarter over quarter — assessed directly by the CSO
• Contribution to the fleet: at least one documented insight per month surfaced from call transcripts or agent performance data — standalone, with a recommendation

The Details:

• Base salary: 90k-120k base + 10% ABP Bonus 
• Location: Downtown Chicago (hybrid, 3 days a week in-office)
  • Alternate locations: Can be remote for the right fit, NYC strongly encouraged
• Benefits start the 1st of the month after your start date — Medical, Dental, Vision, Life Insurance, Disability, FSAs, EAP, 401(k) match, ESPP, flexible PTO, and more
• Employee Resource Groups & inclusive team culture

About the Role:

Groupon is rebuilding how it sells — from the ground up, with AI. The vehicle is Project Foundry: a production fleet of AI agents designed to give Groupon a parallel sales force and make every human rep sharper the moment they step into a deal. The fuel Foundry runs on is intelligence: which leads are worth pursuing, in what order, and why. That intelligence layer is what this role exists to build and own.

Reporting directly to the CSO, the AI-Powered Growth Intelligence Associate owns Groupon’s lead scoring architecture, routing logic, and pipeline forecasting. You work with one of the most data-rich commercial environments in e-commerce — proprietary consumer transaction signals, merchant health data, and years of conversion history. You don’t configure Salesforce. You extract signal from it, build models on top of it, and use AI to turn raw data into the queue every rep opens each morning. There is no separate analytics team to hand off to. You build it, you own it.

The intelligence layer you build is what Foundry's autonomous agents run on. When an AI agent sequences an outbound lead, reactivates a dormant merchant, or routes an inbound inquiry — it is working from your scoring model. When a rep opens their queue, the ranked order reflects your logic. You sit at the foundation of the AI sales architecture, not at its edge.

North Star

Turn Groupon’s raw lead data into a predictive intelligence system — so every rep opens their queue and finds the right account, in the right order, with the right context, every single day.

What You’ll Do:

• Own the lead scoring model — Design, build, and continuously refine the AI-powered scoring model that determines which leads get prioritised. Use firmographic data, behavioural signals, merchant health indicators, and conversion history to predict outcomes — not just activity.
• Define and improve lead routing — Translate scoring intelligence into assignment rules that get the right lead to the right rep at the right time. Work with the Sales Operations team on implementation; you define the logic and own the outcome.
• Build pipeline intelligence — Give the CSO and Sales leadership a live view of where pipeline is healthy, where it is at risk, and what is likely to convert this quarter.
• Run experiments on live data — Test whether a new signal improves conversion. Measure the delta. Iterate. Every change has a before/after record. You do not ship and move on.
• Mine Groupon’s data advantage — Use CRM data, call transcripts, and enrichment sources to find signals no competitor can replicate. This is Groupon’s moat. You are building on top of it.

What You Bring:

• A degree from an Ivy League or equivalent top-tier university strongly preferred — data science, computer science, economics, statistics, or a quantitative field that trained you to think in systems. Up to 2 years of professional experience.
• Hands-on fluency with Python and data tools — you have built models and connected data sources. You need to build a working pipeline without asking someone else to write the code.
• Active use of AI tools — you have used LLM APIs (OpenAI, Anthropic, or equivalent) to build something real, and you know the difference between a demo and a deployed workflow.
• Analytical rigor without a safety net — you build your own measurement frameworks. You do not accept a metric you cannot define or a result you cannot explain.
• Commercial curiosity about how leads and sales motions work — you don’t need a sales background, but you need the instinct to connect what you build to a GP outcome.

Who You Are:

• Builder first. Your instinct is to build before you ask, and to measure before you conclude.
• AI-native, not AI-curious. You use AI the way a previous generation used spreadsheets: constantly, purposefully, and with measurable output.
• Comfortable owning something fragile. You stabilize it, document it, then improve it.
• Rigorous with ambiguity. When there is no clean data, you make a reasoned call, document your assumptions, and build a way to test whether you were right.
• Commercially wired. You connect what you build to pipeline outcomes. If conversion doesn’t move, the model isn’t done.

You are early in your career. That is the point. If you don’t tick every box but you build, learn fast, and want to work on something that doesn’t yet exist — we want to hear from you.

How We Operate:

At Groupon, we build on five principles: Extreme Ownership, Speed Over Comfort, Impact Obsessed, Simplify to Scale, and Disciplined. These aren’t values on a wall — they’re how we expect everyone to show up.

In this role, these principles mean:

• Extreme Ownership — If a rep is working the wrong leads, that traces back to your model. You own the diagnosis and the fix.
• Speed Over Comfort — You ship a scoring model with 80% of the signals before waiting for perfect coverage. Every week without better lead intelligence has a real cost to pipeline.
• Impact Obsessed — Lead-to-opportunity conversion is your north star metric. Everything else is a proxy.
• Simplify to Scale — A routing algorithm no one understands won’t be trusted. You build for clarity.
• Disciplined — You build measurement into every model before you ship it. If you cannot tell whether it’s working, you don’t call it done.

How We Measure Your Success:

• Lead-to-opportunity conversion rate — sustained improvement against baseline, tracked monthly.
• Routing accuracy — percentage of leads assigned to the right rep on first touch.
• Pipeline forecast accuracy — variance between model output and actual conversion, at CSO level.
• Model iteration cadence — how quickly the scoring model is updated when signals degrade.
• First working model in production by day 90, with a documented hypothesis and performance data.

Compensation & Benefits:

• Base salary: 90k-120k base + 10% ABP Bonus 
• Location: Downtown Chicago (hybrid, 3 days a week in-office)
  • Alternate locations: Can be remote for the right fit, NYC strongly encouraged
• Benefits start the 1st of the month after your start date — Medical, Dental, Vision, Life Insurance, Disability, FSAs, EAP, 401(k) match, ESPP, flexible PTO, and more
• Employee Resource Groups & inclusive team culture