Pie Insurance

Group Controller

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Employer Provided Salary: 220,000-295,000 Annually
Salary data is provided by the employer. Please note this is not a guarantee of compensation.

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.

Pie is an incredibly collaborative team with constant communication. You will work across teams and with various stakeholders and team members. Great communication and coordination skills are key to your success in any role at Pie. 

You will lead and transform the accounting and reporting function at Pie, helping to implement new financial systems, processes, and procedures to prepare the company for its next stages of rapid growth.  You will provide the leadership to up-level our accounting team, policies, processes, and controls to meet rigorous GAAP and Statutory standards. Pie is still a young company and you will have an opportunity to put your personal stamp on the accounting function.  We’re looking for a person who can learn quickly, adapt quickly, and help us to build out a world-class accounting organization. This position will report to the CFO. 

How You’ll Do It

  • Lead and refine all aspects of the accounting function including monthly close, revenue, accounts payable, tax, treasury, technical accounting, financial reporting, SEC & regulatory reporting, US GAAP, statutory reporting, Sarbanes-Oxley compliance and other financial-related functions.
  • Develop and maintain robust financial reporting policies and procedures in accordance with GAAP and statutory regulations.  Ensure Company’s financial statements are accurate, complete, timely and in compliance with both GAAP and Statutory requirements.  Some deliverables include:
    • Quarterly and annual statutory reporting - NAIC, state Dept of Ins, AM Best
    • Statutory audits
    • GAAP annual statement audits
  • Monitor and ensure timely identification and compliance with evolving accounting guidance and interpretations and communicate the impact of these changes to the management team. 
  • Collaborate with Actuarial on Loss and LAE estimates and reserves
  • Premium revenue recognition policies and procedures
  • Develop workpapers and models to properly account for and monitor the numerous components of GAAP and Statutory financial statements
  • Manage outsourced preparation of GAAP and Statutory tax provisions
  • Manage the treasury function - bank accounts, state deposits, cash and liquidity.  Oversee investments working with external portfolio management firms.
  • Manage timely responses to data calls, MGA reporting and Reinsurance reporting
  • Drive external reporting, including presentations and direct communication with the Audit Committee
  • Train and develop team members.
  • Build the technical infrastructure and control environment to support the company’s growth. 
  • Continually evaluate and optimize month-end close processes, striving to deliver process automation, improved accuracy, and higher customer service. 
  • Act as a strategic partner to the CFO, as well as the rest of the executive team.

The Right Stuff:

  • Prior experience as VP, Accounting or CAO at a publicly traded company, or equivalent experience at a public accounting firm or insurance company.  
  • 12+ years of relevant experience in GAAP and insurance statutory accounting.
  • Current CPA.
  • Possesses technical accounting knowledge and analytical skills to support a growing insurance company.
  • Thrives working independently in a fast-paced, high-volume environment.
  • Solves complex business problems through constructive thinking and collaboration.
  • Comfort owning the entire accounting process.
  • Communicates clearly and effectively, including the ability to explain complicated technical concepts to colleagues outside the accounting team.
  • Enjoys developing his/her team members
  • Preferred, but not strictly required, experiences:
    • Previous experience transforming and scaling an accounting organization
    • Prepared for and/or executed a successful IPO.
    • Overseen the implementation of new technology systems for accounting (e.g., GL, …).
    • Experience working in a high-growth / startup environment
    • Previous Big 4 public accounting experience.


Base Compensation Range

$220,000$295,000 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 has the option to be hybrid or remote. Hybrid work locations provide team members with the flexibility of working partially from our Denver or DC office and from home. 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.  

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What are Pie Insurance Perks + Benefits

Volunteer in local community
Open door policy
OKR operational model
Pair programming
Open office floor plan
Flexible work schedule
Pie provides employees with a flexible work schedule that includes Core hours.
Remote work program
Pie-oneers can work where they are most productive, whether that's in the office or from home.
Highly diverse management team
Hiring practices that promote diversity
Health Insurance + Wellness
Flexible Spending Account (FSA)
Disability insurance
Dental insurance
Vision insurance
Health insurance
Life insurance
Pet insurance
Mental health benefits
Financial & Retirement
401(K) matching
Company equity
Performance bonus
Child Care & Parental Leave
Generous parental leave
We provide up to 16 weeks of parental leave for the primary caretaker. Pie also provides 16 weeks of leave for the secondary caretaker.
Family medical leave
Return-to-work program post parental leave
Vacation + Time Off
Unlimited vacation policy
Generous PTO
Generous PTO policy
Paid volunteer time
Paid holidays
Paid sick days
Office Perks
Commuter benefits
Company-sponsored outings
Free snacks and drinks
Some meals provided
Company-sponsored happy hours
Onsite office parking
We offer team members a parking subsidy.
Relocation assistance
Home-office stipend for remote employees
All Pie-oneers receive both a one time lump sum stipend when they join Pie as well as a monthly stipend to help them cover any work from home expenses like internet and phone bills.
Onsite gym
Professional Development
Lunch and learns
Promote from within
Online course subscriptions available

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