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Paralegal

Chicago (35 W. Wacker Dr.)

Groupon connects 42 million customers with local experiences - restaurants, events, wellness and travel - and the million-plus merchants who deliver them. Our mission is to get people offline and into the real world at prices that make it possible. We're an AI-native company in the middle of a platform transformation, moving from a deals marketplace to an experience discovery platform that works for customers and merchants at the same time.

 

Most legal teams run on precedent. This one is being rebuilt around judgment, speed, and AI — and we need a paralegal who treats that as the baseline, not the novelty.

Groupon is a marketplace where customers discover new experiences and services every day, and local businesses thrive. We're becoming an AI-native company: every employee works with AI from day one, and human effort goes to what actually requires human judgment. We make fast, accountable decisions without endless meetings, and we reward the people who drive impactful change. Advancement here is based on performance, not politics. Come break barriers and accelerate your career with Groupon.

The role

You'll sit where legal operations, litigation support, regulatory compliance, and AI-powered innovation meet. This isn't a traditional paralegal seat. You'll own high-volume, high-stakes matters — Attorney General complaints, UCC lien processing, mass arbitration support, outside-counsel billing — and help build the tools that change how the legal team works. You'll report to the Head of Legal and serve as a primary point of contact across outside counsel, regulators, and internal business teams. If you thrive in a fast-moving environment, take ownership without being told twice, and see AI as a baseline skill rather than a novelty, this is your role.

The challenge you'll take on

  • High-stakes regulatory and litigation matters — AG and FDACS complaints, mass arbitration, litigation holds, subpoenas, and UCC liens — handled by hand today, where one dropped ball is costly.
  • A legal team mid-shift to AI-native operations that still needs its tooling built: intelligent complaint intake, contract-review assist, regulatory advisory, and Asana automation.
  • Outside-counsel spend and governance platforms (SimpleLegal, Diligent, NAVEX) that need disciplined ownership to catch billing deviations and compliance gaps before they compound.

What you'll do

Litigation & arbitration support

  • Own the litigation-hold process end to end — draft, issue via Adobe Sign, and track acknowledgments across the organization.
  • Calendar and monitor responsive-pleading deadlines, deposition schedules, and all critical litigation dates.
  • Coordinate mass arbitration proceedings, including preliminary hearings, scheduling, and follow-up action items.
  • Gather, organize, and produce documents in response to subpoenas and discovery requests.
  • Maintain litigation files across employment, commercial, and arbitration matters; keep attorneys current on case progress.

Regulatory complaints & government agency response

  • Triage incoming complaints from state Attorney General offices, FDACS, and other regulatory bodies — fast.
  • Conduct refund lookups and drive remediation responses to resolution.
  • Track complaint trends and flag signals of potential class action or mass-arbitration exposure.
  • Manage the Do Not Close Approval Request Form and related compliance-review processes.

UCC liens, garnishments & service of process

  • Monitor the CT Corporation SOP Hub daily for incoming process and lien notices.
  • Process UCC lien, garnishment, and tax-levy notices end to end: extract key fields, file in Google Drive, log in the UCC tracker, coordinate Salesforce TIN lookups, and draft response emails.
  • Follow up on lien packages and merchant-hold matters, keeping internal finance and operations teams aligned.

Outside counsel management & legal billing

  • Review and approve outside-counsel invoices in SimpleLegal/CounselGO, catching billing deviations before they compound.
  • Chase monthly accrual submissions from law firms and escalate non-compliance.
  • Onboard outside counsel in SimpleLegal and Coupa; prepare PO requests and drive approval workflows.
  • Manage the legal professional-fee budget and coordinate cost-center reporting with finance.
  • Serve as the primary outside-counsel point of contact when the Head of Legal is out.

Contract & corporate document administration

  • Assemble, proofread, and edit contracts, engagement letters, leases, and licenses.
  • Prepare and file legal documents with governmental and regulatory entities.
  • Manage notarization, apostille, and proxy document processes.
  • Review and route engagement letters for law-firm onboarding.

Corporate governance & compliance platforms

  • Administer the Diligent board-management platform — committees, user access, and vendor coordination.
  • Manage the NAVEX ethics and compliance platform.
  • Review AI shadow-IT assessments and surface compliance concerns to legal and IT leadership.
  • Monitor Broadridge tabulation reports and support corporate-governance filings.

AI & legal technology

  • Help design and build AI-powered tools for the legal team: intelligent complaint intake, contract-review assist, an immigration chatbot, regulatory advisory, and Asana automation.
  • Identify and eliminate repetitive legal processes through automation — you don't wait to be asked.
  • Collaborate with IT on AI tool assessments and help set the standard for responsible AI adoption in legal.

Who you are

You take ownership without being told twice, you move fast under real stakes, and you've already made AI part of how you work — not as an experiment, but as a tool you reach for daily.

You probably have:

  • A real workflow you've built or improved with AI (Claude, ChatGPT, Copilot, or similar) that you can walk us through.
  • A paralegal certificate or equivalent law-office experience, with a track record of independently running a high volume of matters at once without dropping anything.
  • Proficiency with SimpleLegal (or an equivalent e-billing platform), Coupa, Adobe Sign, and Google Workspace.
  • Sharp written and verbal communication — you hold your own with outside counsel, regulators, and executives.

Strong candidates also have:

  • Hands-on experience with CT Corporation SOP Hub, UCC lien processing, or garnishment workflows.
  • Exposure to AG complaint handling, mass arbitration, or consumer-protection matters, and familiarity with Diligent, NAVEX, or similar governance and compliance platforms.

How we work

  • Extreme Ownership — one owner per outcome. If it's on your plate, it's yours to close.
  • Speed Over Comfort — move fast, learn fast. Waiting for perfection is a delay we can't afford.
  • Impact Obsessed — only work on what moves the needle. Filter everything else.
  • Simplify to Scale — the simplest path wins. Complexity is a liability.
  • Disciplined — do more with less. Every constraint is a forcing function.

Compensation

Base pay range: $72,097 – $133,894 USD annually, plus the full Groupon benefits package.

Ready to shape how Groupon's legal team operates in an AI-native world? Apply now.

Groupon is 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. 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

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