Back to jobsParalegal - LegalOps Chicago (35 W. Wacker Dr.)ApplyGroupon 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...
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