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Director, Financial Planning & Analysis, DDMA

Department: FINANCE DIRECT REPORTS
Location: Boston, MA

Job Summary

The Director of Financial Planning & Analysis (FP&A) will lead the enterprise-wide financial planning, forecasting, and strategic analysis functions for our insurance operations. This high-impact executive role bridges forward-looking financial strategy with core insurance accounting and operations. You will act as the principal financial advisor to business unit leaders and the C-suite, transforming complex operational data into actionable strategies that optimize capital, improve combined ratios, and drive profitable growth.


Key Responsibilities

Forecasting, Budgeting, & Financial Planning

  • Orchestrate the annual corporate budgeting process, quarterly rolling financial forecasts, and multi-year strategic plans.
  • Develop driver-based forecasting models that integrate key insurance metrics, including gross written premiums, member and group retention rates, and dental loss ratios.
  • Design sophisticated scenario analysis and stress-testing models to evaluate underwriting performance and market shifts.
  • Deliver monthly and quarterly variance analyses to explain operational deviations from budgetary targets included detailed analysis around operating expenses.

Finance, Accounting, & Capital Strategy

  • Partner with Corporate Accounting to translate GAAP and Statutory financial results into forward-looking management reporting.
  • Collaborate with actuarial and claims teams to incorporate IBNR updates and reserving trends into financial projections.
  • Evaluate the financial impact of reinsurance structures, capital allocation strategies, and investment portfolio performance.
  • Establish and track enterprise-level financial KPIs to evaluate product-line, geographic, and broker channel profitability.

Executive Leadership & Operations

  • Present strategic financial plans, monthly performance summaries, and competitive intelligence to executive leadership.
  • Provide financial due diligence and modeling support for new product launches, market expansions, or corporate transactions.
  • Drive the optimization of FP&A systems, automating data ingestion from policy administration systems and general ledgers.
  • Lead and mentor a high-performing team of finance professionals, establishing a culture of technical excellence and business partnership.

Job Requirements & Qualifications

Education & Professional Credentials

  • Bachelor’s degree in Finance, Accounting, Economics, or a highly quantitative field.
  • MBA or Master’s degree in Finance or Business Administration is highly desirable.
  • CPA, CFA, or professional insurance designations (e.g., CPCU) are considered strong assets.

Experience

  • 10+ years of progressive corporate finance, FP&A, or accounting experience.
  • 5+ years of direct experience within the insurance sector (e.g., P&C, Life, Health, or Reinsurance).
  • Proven track record leading the corporate FP&A function, including complex budgeting and driver-based forecasting.
  • Strong understanding of insurance-specific accounting fundamentals, regulatory frameworks, and financial statements.

Technical Skills

  • Expertise in building advanced financial models and capital allocation frameworks using Excel.

The target hiring range for this role is $186,575 - $219,500 (Annually). The starting base salary will be determined based on skills, experience, and other job-related factors. In addition, our total rewards package includes medical, dental, and vision plans; generous time off including PTO, short and long-term disability insurance and a competitive 401(k) savings match including financial planning workshops. See our Careers Page for more information.

The specific statements shown in each section of this description are not intended to be all-inclusive. They represent typical elements and criteria necessary to successfully perform this position.

In accordance with Delta Dental of Massachusetts’ Compliance Plan, all employees must conduct Delta Dental of Massachusetts business and activities in accordance with applicable laws, regulations, professional standards, and ethical standards and report potential compliance or ethical issues to Delta Dental of Massachusetts’ designated Compliance Officer.

Delta Dental of Massachusetts’ Affirmative Action Program affirms our commitment to make reasonable accommodations for known physical or mental limitations of otherwise qualified individuals with disabilities or special disabled veterans unless the accommodation would impose an undue hardship on the operation of our business and activities. Please see Human Resources for additional information regarding this program.

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