Accounting Supervisor

Accounting Supervisor – P&C Insurance

Hybrid | Chicagoland (West Suburbs)

Flexible: 2 days/week in office

A growing, mid-sized insurance and risk management platform is building out its accounting function under new executive leadership. This is an opportunity to step into a team being scaled with purpose, adding depth in insurance accounting, strengthening close and reporting processes, and establishing a scalable structure.

This role is well-suited for someone who can balance execution with leadership, owning core accounting responsibilities while overseeing and developing a small team.

Responsibilities

• Oversee general ledger activity, account reconciliations, and month-end close
• Support regulatory and financial reporting requirements, including insurance-related reporting
• Partner cross-functionally across finance, operations, and risk/reinsurance functions
• Drive improvements across close, reporting, and internal controls
• Support audit processes and external reporting deliverables
• Manage, mentor, and develop a team of ~5 accounting staff

Qualifications

• ~5+ years of accounting experience within P&C insurance
• Experience supporting regulated reporting environments (statutory, compliance)
• Prior leadership experience OR strong background in mentorship, review, and training
• Experience reviewing work, guiding junior staff, and improving processes
• Bachelor’s in Accounting or related field (preferred)
• CPA or progress toward certification (preferred)
• Experience with ERP systems and financial reporting tools (Dynamics GP or similar is helpful)
• Ability to operate effectively in a changing / build-phase environment

Work Environment

• Hybrid: typically 2 days/week in office
• 40–45 hour weeks typical; heavier during close cycles
• Office located in the western suburbs of Chicago
• High degree of flexibility and autonomy

Compensation & Benefits

• $100K–$110K + ~10% bonus
• 401(k) with 5%–5.5% company match
• $1,750 HSA contribution
• ~4 weeks PTO + 10 holidays
• Comprehensive, low-cost medical plans

Why This Role

• Direct exposure to CFO and evolving leadership team
• Visible team leadership role (5 direct reports) with path to Controller
• Opportunity to help rebuild and stabilize a growing accounting function
• Strong benefits + flexible hybrid model
• Platform in growth mode within a regulated financial services environment

Equal Opportunity Employer/Veterans/Disabled

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