Inside Sales Representative

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.

Groupon is where customers discover, and local businesses thrive. We’ve partnered with over one million merchants worldwide, connecting 16 million customers with local deals and experiences that stand out. In a world of e-commerce giants, we’re one of the few platforms truly focused on driving performance for small businesses—and we’re proud of that.

We’re on a bold transformation journey, and our teams are at the heart of it. We move fast, celebrate wins, and have the autonomy to make an impact. If you’re looking for a place where your voice matters, and your hustle is seen—this is it.

About the Role

We’re looking for ambitious, energetic Inside Sales Representatives to join our growing Sales team in downtown Chicago. If you’ve ever thrived in a hospitality role, worked in customer service, or just have the gift of the gab and know how to get people excited—this could be for you.

You’ll be on the front line, connecting with local businesses, helping them attract new customers, and shaping the future of their success on Groupon.

What You’ll Be Doing

1. Find and connect with exciting local businesses that could shine on Groupon.

2. Engage and pitch — you’ll make outbound calls, introduce our platform, and get business owners curious.

3. Present value through tailored solutions that match a merchant’s goals.

4. Own your targets — hit your numbers, then smash them.

5. Build relationships that last — listen, advise, and become their trusted partner.

6. Work cross-functionally to help get campaigns live and successful.

What You Bring

1. Confident communicator with strong listening and negotiation skills.

2. Outgoing personality — you don’t shy away from conversations or challenges.

3. Able to work in-office 3 days/week in downtown Chicago. (4 days during onboarding and training)

4. Comfortable with technology - we are using sales tools and CRMs (Salesforce experience is a plus).

5. Familiarity with local businesses or the Chicago landscape is a bonus.

6. Nice to have but not essential - at least 6 months of sales experience — telesales, cold calling, retail, or any role where you’ve had to sell, persuade, and build rapport.

What You’ll Get

1. Base Salary: $40,000 per year.

2. Commission: Based on gross profit — no cap. Median total earnings last year for successful reps: $60,000.

3. Benefits from Day 1 of the following month: Medical, dental, vision, EAP, 401(k) match, ESPP, life and disability insurance, FSAs, and more.

4. Learning & Development: You'll be supported with training, mentoring, and a team that wants you to grow.

Why This Role? Why Now?

We’re reshaping Groupon from the inside out—and our sales team is a key part of that. This isn’t just a job where you hit dial; it’s a place where your energy, curiosity, and voice can shape real success stories for local businesses. If you’re ready to level up, we’d love to hear from you.

Groupon’s mission is to build strong communities through thriving local businesses. To learn more about who we are and what we stand for, visit grouponcareers.com.

A quick note on recruitment fraud:

We don’t charge fees during the hiring process. Please apply only through our official channels. If in doubt, always check grouponcareers.com.

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 grouponcareers.com.