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Senior Strategic Financial Modeler

Pie InsuranceUnited StatesOnsite
This job is no longer open
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.Reporting directly to Pie’s Vice President of FP&A, this role will be responsible for owning the three-statement financial modeling for the strategic plan, budget and forecasts which will inform decisions at the executive and board level.  The ideal candidate has deep modeling and forecasting skills in the P&C insurance industry and deeply understands insurance accounting, both GAAP and Statutory, and can easily analyze and explain drivers of performance for insurance carriers.  This individual will be highly analytical with the ability to synthesize information from disparate sources across the business and strategic landscape.

How You’ll Do It


  • Insurance financial modeling:
  • Build from scratch the three-statement financial projection model (balance sheet, income statement and cash flow) by legal entity for both GAAP and Statutory projections
  • Own capital modeling for the business - BCAR, RBC, and Hazardous Financial Condition 
  • Perform variance analysis on key elements of results (gross written premium, net earned premium, losses, cash, capital, balance sheet drivers that impact the model
  • Create presentation materials for various audiences including senior leadership and the Board, to display forecast, plan and actual results
  • Maintain rolling near- and long-term forecasts for use by Pie management, Pie’s Board, and to inform communications with investors, ratings bureaus, reinsurance partners, and regulators
  • Coordinate with FP&A business partners and their business leaders on incorporating 5-year business plans into the models
  • Reinsurance:
  • Read and understand reinsurance contract terms and understand accounting for reinsurance for all policies in force
  • Build out the forecast model for the treatment of reinsurance, pulling the thread through to all three financial statements
  • Earned Premium: Builds out the modeling and forecasting for Gross to Net Written and From Gross to Net Earned, taking into account UPR and IFP impacts
  • Net Losses and LAE
  • Build loss and LAE forecasts based on AY and PY; understands loss triangle modeling
  • Perform variance analysis and explain drivers of variance to a peg (e.g. CAY and PAY development and drivers of that development by state/segment)
  • Work with our actuarial, claims and data science teams to understand trends and drivers of Pie’s insurance losses and integrate those insights into our forecasting processes
  • Deferred Acquisition Costs: Build modeling/forecast for DAC and explains variances 
  • Strategic Finance and Other Modeling and Presentations
  • Build ad-hoc models for analyzing and aiding strategic decision-making 
  • Build out the MD&A financial narratives to help the board and investors understand Pie’s business
  • [Provide financial modeling and analysis support for fundraising, reinsurance negotiations, and potential future acquisitions]

The Right Stuff


  • Bachelor’s Degree in Finance, Business, Economics, Accounting or related field is required.
  • 8+ years of total relevant experience in the areas of insurance Finance or Accounting is required.
  • 5+ years of experience in Financial Planning and Analysis (FP&A) is required
  • 2+ years of building financial models specific to insurance companies is preferred, including modeling RBC and BCAR
  • Insurance industry experience is required (P&C experience is a plus) 
  • Strong insurance accounting knowledge including both GAAP and Statutory is highly recommended.
  • Exceptional modeling skills with strong experience building three-statement models, building models from scratch, and building dynamic scenarios for scenario analysis.
  • Strong finance acumen and with a high attention to detail.
  • Highly skilled in variance analysis and developing related commentary (budget vs actuals and vs forecast).
  • Oriented around forecasting accuracy and performs variance analysis to better their own modeling.
  • Highly analytical skills and natural curiosity for how the “why” behind company metrics and KPIs; digs in until they have the understanding.
  • Comfortable working with large datasets.
  • Strong preference to base decisions on data and ROI.
  • Ability to identify areas of opportunity and drive projects from planning to completion.
  • Ability to work with minimal guidance.
  • Experience in managing work-streams end-to-end along with working across multiple functions and teams.
  • Advanced proficiency in Excel and PowerPoint. 
  • Excellent interpersonal, oral/written communication skills, with the ability to build trusted relationships with business stakeholders.
  • Google Suite, Looker, Intacct, Adaptive and Workday experience or experience with related tools is a plus.

Base Compensation Range$130,000 - $160,000USD

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 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.  Pie Insurance Announces $315 Million Series D Round of FundingBuilt In honors Pie in its 2024 Best Places to Work AwardsPie Insurance Named a Leading Place to Work in Colorado#LI-REMOTE#BI-REMOTE

This job is no longer open

Life at Pie Insurance

We're building Pie for the next generation of small businesses. Our team is on a mission to make workers compensation less expensive, simpler, and more transparent. Easy as pie, in fact. Founded in 2017, Pie is a fast-growing insurtech startup with home offices in Washington, DC, and Denver, CO. Pie offers an incredible career opportunity where you can use your expertise to disrupt an industry and serve the SMB community. Invest your time doing meaningful work in a fast-paced environment where your contribution will have an immediate impact.
Thrive Here & What We Value- Diverse Team of Builders, Dreamers, and Entrepreneurs- Core Values Driven Decision Making- Technology Stack Management- Collaborative and Transparent Process- Agile Mindset- Continuous Improvement in Engineering Practices- Equal Opportunity Employer- Future Focused 401k Match- Leading Place to Work in Colorado
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