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Director of Accounting

Job

Oliver James

Chicago, IL (In Person)

Full-Time

Posted 1 week ago (Updated 1 week ago) • Actively hiring

Expires 7/1/2026

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Job Description

A growing life & annuity insurance platform is looking to add an Assistant Controller to its corporate accounting leadership team. This is a highly visible role sitting close to the Controller and broader Finance leadership, supporting both GAAP and STAT reporting across a complex insurance balance sheet. The business has a strong focus on retirement and annuity products, a modernizing finance function, and ongoing investment in process improvement, systems, and transformation initiatives. This is a great opportunity for someone who wants to step into a true controllership role within a fast-evolving insurance environment, with ownership across close, reporting, controls, and cross-functional partnership with Actuarial, Reinsurance, Investments, and FP&A. What you'll be doing Lead and support monthly, quarterly, and annual close processes (GAAP & STAT) Oversee financial reporting deliverables, including internal and external reporting requirements Review journal entries, reconciliations, and flux analysis for accuracy and completeness Partner closely with Actuarial, Reinsurance, FP&A, and Investments on financial results Support STAT reporting, NAIC filings, and insurance regulatory requirements Assist with audit coordination (external audit + internal controls environment) Play a key role in
SOX / MAR
control execution and ongoing governance Support transformation initiatives including ERP/reporting enhancements and process automation Provide guidance and oversight to accounting team members and workflows What they're looking for CPA strongly preferred 7-12 years of progressive accounting experience Strong background in life insurance, annuities, or broader insurance accounting Deep understanding of
GAAP + STAT
(NAIC) reporting Prior Big 4 / public accounting experience a plus Experience working in a SOX-controlled environment Someone who's hands-on, detail-oriented, and comfortable in a fast-paced close cycle Why this role stands out Direct exposure to Controller and senior Finance leadership Broad scope across reporting, controls, and transformation Strong emphasis on modernization and process improvement High visibility across multiple insurance operating entities Clear opportunity to grow within a scaling platform If this sounds like it could be relevant, feel free to reach out for a confidential conversation. Dylan McGorisk dylan.mcgorisk@oliverjames.com Apply Now