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Outbound Sales Representative

Remote, USA Full-time Posted 2026-06-25

Groupon is a marketplace where customers discover new experiences and services every day, helping local businesses thrive. They are seeking ambitious Sales Development Representatives to connect with local businesses, introduce them to Groupon, and craft tailored solutions that drive customer engagement.

Responsibilities

  • Discover and connect with local businesses that could shine with Groupon
  • Make outbound calls to introduce our platform and spark curiosity in business owners
  • Deliver compelling pitches by tailoring solutions to each merchant’s goals
  • Own your targets and celebrate your wins
  • Build trust and long-term relationships with merchants
  • Partner with internal teams to launch successful campaigns

Skills

  • A confident and engaging communication style — you enjoy talking to people and know how to listen
  • An outgoing personality and a love for tackling goals and challenges
  • Ability to work in-office 3 days/week in downtown Chicago (4 days/week during onboarding is required)
  • Comfort with tech and sales tools; Salesforce experience is a plus
  • Familiarity with Chicago or local business communities is a bonus
  • 6+ months of relevant sales experience — cold calling, telesales, or any customer-facing role where persuasion and rapport mattered

Benefits

  • Medical
  • Dental
  • Vision
  • Life insurance
  • Disability
  • FSAs
  • EAP
  • 401(k) match
  • ESPP
  • And more

Company Overview

  • Groupon is a deal-of-the-day website that offers discounted gift certificates usable at local or national companies. It was founded in 2007, and is headquartered in Chicago, Illinois, USA, with a workforce of 1001-5000 employees. Its website is http://www.groupon.com.
  • Company H1B Sponsorship

  • Groupon has a track record of offering H1B sponsorships, with 11 in 2025, 18 in 2024, 77 in 2023, 48 in 2022, 29 in 2021, 45 in 2020. Please note that this does not guarantee sponsorship for this specific role.
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