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Statutory Controller

Pie Insurance

Pie Insurance

Accounting & Finance
United States
USD 160k-200k / year + Equity
Posted on Dec 24, 2025
Pie's mission is to empower small businesses to thrive by making commercial insurance affordable and as easy as pie. We leverage technology to transform how small businesses buy and experience commercial insurance.
Like our small business customers, we are a diverse team of builders, dreamers, and entrepreneurs who are driven by core values and operating principles that guide every decision we make.

The Statutory Controller directs the statutory and regulatory financial affairs of our organization, responsible for all statutory accounting, statutory financial statements, statutory audits, capital management and financial metrics, P&C yellow book and regulatory financial filings, financial data calls and taxes (premium, federal and state).

How You’ll Do It

  • Ensure Company’s financial statements are accurate, complete and in compliance with Statutory and regulatory requirements, including but not limited to:
    • Collaborating with Actuarial on Loss and LAE estimates and reserves.
    • Premium revenue recognition policies.
    • Reinsurance reporting.
    • Working closely with Pie Compliance to address all financial regulatory needs.
  • Quarterly and annual statutory reporting at a detailed level.
  • Lead and deliver on annual Statutory audits.
  • Manage statutory capital levels and model financial health metrics (e.g. BCAR, RBC, others) on a plan, forecast and actual basis.
  • Develop workpapers and models to properly account for and monitor all components of the Statutory financial statements.
  • Manage outsourced preparation of GAAP and Statutory tax provisions.
  • Manage and monitor state deposits.
  • Manage timely responses to financial data calls.

The Right Stuff

  • Bachelor’s degree in accounting or finance preferred or equivalent combination of education and experience.
  • A minimum of 12-years of relevant public accounting or industry experience is required.
  • A minimum of 8-years of P&C insurance experience is required.
  • A minimum of 5-years of people management experience is preferred.
  • Strong experience and proficiency in statutory-basis (SSAP) accounting.
  • Demonstrated understanding of insurance financial operations, reinsurance, and premium is required.
  • Excellent verbal and written communication skills with the ability to interact with internal and external customers.
  • Capable of developing a team and training / mentoring team members to enable them to perform their required responsibilities accurately, efficiently and independently.
  • Able to direct the activities of the team and comprehend the financial position and results of operations without being drawn into too granular of a level of detail and without becoming a mere process performer.
  • The ability to drive team members to have the professional courage to suggest and implement process improvements and automations and instill the sense of process ownership to team members.
  • Advanced awareness of workflow, and project tradeoffs to make decisions based on needs now and into the future.
  • Advanced problem solving skills, to be able to manage complex situations with multiple layers, and resolve to solution anticipating the needs of a high-growth organization.
  • Experience with WingsPlus/Sovos and Workiva preferred.
  • Ability to apply technical accounting knowledge to real-world business transactions.
  • Ability to develop, implement and document effective internal controls.
  • Self-starter and self-motivated to work independently in a fast-paced environment.
  • Organized, detail-oriented and deadline-driven.
  • Strong Excel skills and ability to work with large data sets.

The use of AI in Application Review: To support a fair, efficient, and consistent hiring process, we use AI-powered tools to assist in the initial screening of applications. These tools help us identify qualifications and prior work experiences that align with the requirements of the role. We may also use AI assistant video tools during interviews to support note-taking and candidate evaluation. All AI-powered outputs are still subject to human oversight and decision-making at multiple stages of the process. By submitting your application, you acknowledge and consent to Pie utilizing these AI technologies to assist in our evaluation process.

Base Compensation Range
$160,000$200,000 USD

Compensation & Benefits

  • Competitive cash compensation
  • A piece of the pie (in the form of equity)
  • Comprehensive health plans
  • Generous PTO
  • Future focused 401k match
  • Generous parental and caregiver leave
  • Our core values are more than just a poster on the wall; they’re tangibly reflected in our work

Our goal is to make all aspects of working with us as easy as pie. That includes our offer process. When we’ve identified a talented individual who we’d like to be a Pie-oneer , we work hard to present an equitable and fair offer. We look at the candidate’s knowledge, skills, and experience, along with their compensation expectations and align that with our company equity processes to determine our offer ranges.

Each year Pie reviews company performance and may grant discretionary bonuses to eligible team members.

Location Information

Unless otherwise specified, this role is remote. Remote team members must live and work in the United States (territories excluded) and have access to reliable, high-speed internet.

Additional Information

Pie Insurance is an equal opportunity employer. We do not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity, marital status, age, disability, national or ethnic origin, military service status, citizenship, or other protected characteristic.

Pie Insurance participates in the E-Verify program. Please click here, here and here for more information.

Pie Insurance is committed to protecting your personal data. Please review our Privacy Policy.

Safety First: Pie Insurance is committed to your security during the recruitment process. We will never ask you for credit card information or ask you to purchase any equipment during our interview or onboarding process.

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