Benefits & Leave Associate – Remote

Play a key role in supporting employee benefits and leave programs while helping a fast-growing fintech improve financial inclusion for everyday Americans.


About OppFi
OppFi is a leading tech-enabled digital finance platform that partners with banks to expand access to credit. Known for transparency and responsible products, OppFi serves consumers turned away by mainstream options while maintaining a strong focus on financial health and customer experience. Recognized as a Crain’s Fast 50™ company and one of Built In’s Best Places to Work in Chicago, OppFi fosters an innovative, inclusive culture where employees thrive.


Schedule

  • Full-time, remote role (U.S.)
  • Standard business hours, with flexibility for collaboration across teams

What You’ll Do

  • Administer employee benefit programs, including medical, dental, vision, life, disability, 401(k), and wellness offerings
  • Coordinate and manage leave of absence programs (FMLA, ADA, parental, state/local leaves), ensuring accurate pay and benefits continuation
  • Serve as a primary contact for employee questions and provide clear, empathetic communication
  • Audit enrollments, payroll deductions, and carrier invoices; investigate and resolve discrepancies
  • Support payroll alignment for employees on leave and annual compliance activities (ACA, 5500 filings, audits, etc.)
  • Drive employee engagement through orientations, Town Halls, and benefits communications

What You Need

  • 2–4 years of experience in benefits and leave administration
  • Strong knowledge of compliance requirements (FMLA, ADA, COBRA, ACA, ERISA, HIPAA)
  • Analytical mindset with proficiency in Excel (VLOOKUPs, pivot tables, data validation)
  • Experience with HRIS systems (UKG, Workday, or Paycor preferred)
  • High attention to detail, excellent communication skills, and a service-oriented mindset

Benefits

  • Salary range: $59,200 – $88,800, plus performance bonuses and potential equity grants
  • Medical, dental, and vision coverage
  • 401(k) matching program
  • Generous paid time off and flexible remote environment
  • Tuition reimbursement and LinkedIn Learning access
  • Additional perks including DoorDash DashPass, pet insurance, Rocket Lawyer access, and Fringe lifestyle benefits

Join a mission-driven team committed to financial inclusion and employee wellbeing.

Take the next step in your HR career today.


Happy Hunting,
~Two Chicks…

APPLY HERE