Upland Capital Group, Inc. is an AM Best rated “A-” VIII specialty property/casualty insurer headquartered in Dallas, Texas. Through its wholly owned insurance carrier, Upland Specialty Insurance Company, the company markets, underwrites and services specialty insurance products in select markets to include excess transportation, construction casualty, excess casualty, primary general liability, excess public entity, professional liability errors and omissions as well as excess cyber liability.  

We focus on “old school” underwriting as a craft, add “new school” analytics and technology, and encourage a gritty, growth mindset among people called “we entrepreneurs.”

As an Excess and Surplus (E&S) carrier, we face unique and interesting problems every day. We are seeking a Regulatory Reporting Manager to join our Finance team.

Primary Function: 

The Regulatory Reporting Manager will lead the preparation, review, and submission of all statutory financial statements and GAAP statements for the company’s Property & Casualty insurance operations. This role ensures full compliance with NAIC, state regulatory requirements, and GAAP reporting standards, while driving process improvements and supporting strategic financial initiatives. The ideal candidate has deep technical insurance accounting expertise, strong regulatory knowledge, and proven experience managing reporting cycles in a complex insurance environment.

Duties and Responsibilities: 

Statutory Reporting

• Lead end‑to‑end preparation and review of quarterly and annual NAIC Statutory financial statements, including the Yellow Book.
• Oversee state‑specific filings, RBC calculations, interrogatories, and supplemental exhibits.
• Coordinate with actuarial, tax consultant, underwriting, and investment consultant teams to ensure accurate statutory results.
• Maintain knowledge of changing NAIC statutory accounting principles (SAP) and communicate impacts to leadership.

GAAP Reporting

• Oversee the preparation of quarterly and annual GAAP filings including footnotes, MD&A sections, and disclosures related to P&C operations.
• Ensure compliance with US GAAP, including recent and upcoming accounting pronouncements.
• Support external auditor requests, PBC lists, and quarterly review procedures.
• Collaborate with internal stakeholders to gather and validate data used in GAAP disclosures.

Technical Accounting & Control Environment

• Evaluate and document the impact of new accounting standards (FASB/NAIC), including implementation efforts and policy updates.
• Strengthen and maintain internal controls over financial reporting.
• Serve as a subject matter expert for P&C accounting topics such as:

           o    Loss reserves (IBNR, case reserves)

           o    Premium revenue recognition

           o    Investment accounting (including OTTI/credit loss standards)

Leadership & Process Improvement

• Manage, coach, and develop a team of accountants and senior accountants.
• Identify and implement process improvements to accelerate close cycles and strengthen accuracy.
• Support technology enhancement projects involving reporting systems, general ledger, or automation tools.

Experience, Education, Special Skills Required: 

Required

• Bachelor’s degree in Accounting or Finance
• 8+ years of progressive experience in insurance accounting, GAAP reporting, and statutory reporting.
• Strong knowledge of P&C statutory accounting (SAP) and US GAAP.
• Strong analytical, communication, and project‑management skills.
• Prior management or team leadership experience.
• Experience working with external auditors and regulators.

Preferred

• Experience with Workiva, Statutory accounting software (e.g., StatementPro), and major ERPs (NetSuites, etc.).
• Background in SAP and GAAP insurance company filings. 

Competencies

• Exceptional attention to detail and ability to manage multiple deadlines.
• Ability to interpret complex regulatory requirements and communicate them clearly.
• Collaborative leadership style and strong cross‑functional partnership skills.
• Continuous improvement mindset with comfort navigating change.

Disclosures:

Pay Estimate: $135,000 - $155,000/year

Other compensation: annual incentive program

Benefits: health insurance including FSA and HSA options and free access to Teladoc, vision, dental, disability and life insurance, parental leave, responsible time off (unlimited vacation days without an accrual system), paid sick time as required by law, 401(k), tuition reimbursement and employee assistance program.

Anticipated close date: March 3,2026