Job description
Sidecar Health is transforming the health insurance industry by putting members in control of their healthcare decisions. We combine innovative technology with transparent pricing to create a better healthcare experience. As we continue to grow, we’re seeking a Regulatory Accounting Manager to join our finance team and ensure excellence in our regulatory compliance and statutory reporting.
If you want to use your talents to transform healthcare in the United States, come join us!
About the Role
The Regulatory Accounting Manager will be responsible for managing all aspects of statutory accounting, regulatory reporting, and compliance for Sidecar Health Insurance Company and related entities. This role serves as the subject matter expert on insurance regulatory accounting requirements, working closely with cross-functional teams to ensure accurate and timely filings with state insurance departments and federal agencies. Reporting to the Director, Financial Accounting and Reporting, this position plays a critical role in maintaining the company’s regulatory standing and supporting strategic business initiatives.
Key Responsibilities
Statutory Accounting & Financial Reporting
Prepare statutory basis financial statements and related regulatory filings in accordance with NAIC Statutory Accounting Principles (SAP) and state insurance department requirements.
Ensure compliance with state-specific prescribed and permitted accounting practices
Maintain detailed understanding of both GAAP and STAT accounting frameworks and reconcile differences between the two
Monitor and implement changes to NAIC Accounting Practices & Procedures Manual and relevant SSAPs and assess impact on accounting treatments and reporting requirements
Regulatory Compliance & Filings
Oversee preparation and submission of Medical Loss Ratio (MLR) filings and rebate calculations in compliance with ACA requirements
Manage Risk-Based Capital (RBC) calculations and regulatory capital adequacy reporting
Coordinate and respond to external audit requests, including state insurance department audits, examinations, inquiries, and information requests
Aid in the preparation and filing of supplemental regulatory reports including management discussion and analysis
Maintain current knowledge of multi-state insurance regulatory requirements
Tax Compliance & Reporting
Coordinate the preparation of federal and state income tax returns with external tax advisors for all regulated entities
Manage quarterly tax provision calculations and ensure proper documentation
Support tax audits and respond to information requests from taxing authorities
Monitor tax law changes affecting insurance entities and assess financial impact
Internal Controls & SOC Compliance
Maintain and enhance internal controls over financial reporting (ICFR) for regulatory accounting processes
Support SOC 1 and SOC 2 compliance activities, including control documentation and testing
Coordinate with Internal Audit on control assessments and remediation activities
Team Leadership & Development
Mentor and develop accounting staff on statutory accounting principles and regulatory requirements, where appropriate
Partner with cross-functional teams to support business development initiatives
Foster a culture of accountability, continuous improvement, and regulatory excellence
Participate in recruiting and onboarding of finance team members
Job Qualifications:
Bachelor’s degree in Accounting, Finance, or related field required
CPA certification required (active and in good standing)
8+ years of progressive accounting experience in a regulated insurance entity
5+ years of hands-on experience with statutory accounting principles and NAIC reporting
Demonstrated experience preparing and filing quarterly and annual statutory statements
Proven track record with MLR calculations, filings, and rebate determinations
Experience with state insurance department examinations and regulatory inquiries
Strong working knowledge of GAAP to STAT reconciliations and differences
Experience with insurance tax compliance including premium taxes across multiple states
Familiarity with SOC 1 and SOC 2 compliance frameworks
Master’s degree in Accounting or MBA preferred
Public accounting experience with Big 4 or national firm preferred
Occasional travel may be required for regulatory examinations or industry conferences
Extended hours may be required during quarterly and annual filing periods
Required Technical Skills & Knowledge:
Expert knowledge of NAIC Statutory Accounting Principles and the AP&P Manual
Strong understanding of insurance regulatory framework and state filing requirements
Advanced proficiency in accounting systems and financial reporting tools
Advanced Excel skills including complex formulas, pivot tables, and data analysis
Working knowledge of NetSuite or similar ERP systems preferred
Familiarity with investment accounting standards (ASC 320, ASC 326/CECL) preferred
What You’ll Get
- Competitive salary, bonus opportunity, and equity package
- Comprehensive Medical, Dental, and Vision benefits
- A 401k retirement plan
- Paid vacation and company holidays
- Opportunity to make an impact at a rapidly growing mission-driven company transforming healthcare in the U.S.
Sidecar Health is an Equal Opportunity employer committed to building a diverse team. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status or disability status.
