Employer-Matched 403(B) Plan Jobs in Chicago, IL

Entry‑level Pension Administrators can expect $55,000–$65,000 annually. Mid‑level Compliance Officers and Actuarial Analysts earn $70,000–$95,000. Senior Plan Administrators or Investment Portfolio Managers reach $95,000–$125,000, while Directors of Retirement Services command $125,000–$165,000, depending on institution size and match complexity.

Essential skills include IRS 403(b) regulation knowledge, proficiency with Actuarial software (Prophet, MoMo), experience in Fidelity Plan Admin or E*TRADE Retirement, and strong financial analysis. Certifications such as Certified Pension Professional (CPP), Certified Retirement Counselor (CRC), or Fellow of the American Academy of Actuaries (FAAA) significantly boost hiring prospects.

Many plan‑administration and compliance positions are fully remote, especially those focused on data entry, Form 5500 preparation, and investment strategy. However, roles that require direct interaction with board members or on‑site audits often blend remote and in‑office responsibilities.

Typical trajectory: Start as a Plan Administrator → advance to Senior Plan Administrator or Compliance Officer → transition to Pension Consultant or Investment Portfolio Manager → move into Director of Retirement Services or Retirement Strategy Lead. Each step adds responsibilities in fiduciary oversight, client advisory, and strategic plan design.

Key trends include the shift toward defined‑contribution models, increased adoption of fintech platforms for plan management, and new regulations from the SECURE Act 2.0 that expand match eligibility. These changes raise demand for tech‑savvy professionals who can integrate automated contribution calculators, real‑time reporting dashboards, and data‑driven investment advice.