Benefits & Leave Associate – Remote (U.S.)

Support employee benefits and leave programs while making an impact on financial inclusion.

About OppFi
OppFi is a leading tech-enabled digital finance platform that partners with banks to provide financial products and services for everyday Americans. Through transparency, responsibility, and innovation, OppFi expands financial inclusion and promotes financial health for those underserved by mainstream options. Recognized as a Crain’s Fast 50™ company and named to Built In’s 2025 Best Places to Work in Chicago, OppFi fosters a collaborative, inclusive culture where employees thrive.

Schedule

  • Remote – U.S. based
  • Full-time position
  • Reports to HR Operations Manager

Responsibilities

  • Administer employee benefit programs, including medical, dental, vision, disability, 401(k), wellness, and voluntary offerings
  • Serve as a primary contact for employee benefit and leave inquiries, providing empathetic and timely support
  • Coordinate with vendors to manage leave of absence processes (FMLA, ADA, parental leave, state/local leave)
  • Audit payroll, benefits, and time tracking for employees on leave to ensure compliance and accuracy
  • Partner with payroll/finance teams on paid leave calculations and payroll alignment
  • Drive employee engagement through orientations, Town Halls, intranet content, and wellness campaigns
  • Support annual Open Enrollment by testing systems, preparing communications, and auditing post-enrollment data
  • Conduct benefit and billing audits, investigating discrepancies with carriers and payroll
  • Assist with compliance reporting and filings, including ACA, 5500, 401(k) audits, and workers’ comp
  • Maintain updated internal documentation, FAQs, and process guides

Requirements

  • 2–4 years of experience in benefits and leave administration
  • Knowledge of federal and state regulations (FMLA, ADA, COBRA, ACA, ERISA, HIPAA)
  • Strong analytical skills with high attention to detail
  • Proficiency in Excel (VLOOKUPs, pivot tables, data validation)
  • Experience with HRIS systems such as UKG, Workday, or Paycor
  • Strong written and verbal communication skills
  • Organized, service-oriented, and self-motivated

Compensation & Benefits

  • Salary range: $59,200 – $88,800 USD, plus performance-based bonuses and potential equity grants
  • 401(k) with matching program
  • Generous paid time off and holidays
  • Medical, dental, and vision coverage
  • Tuition reimbursement
  • Lifestyle perks: DoorDash DashPass, Figo pet insurance, Rocket Lawyer access, LinkedIn Learning, and Fringe lifestyle rewards platform

Join a company committed to financial inclusion and building an equitable workplace where your contributions make a difference.

Happy Hunting,
~Two Chicks…

APPLY HERE