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Director of Finance

Cheshire, CT

Position Overview

The Director of Finance provides leadership and oversight for the Finance function and supports the organization's financial, operational, and strategic objectives. Reporting to the CFO, this role is responsible for financial reporting, financial planning and analysis, budgeting, treasury, financial operations, and enterprise finance initiatives. The Director partners closely with executive leadership and stakeholders across the organization to strengthen financial stewardship, support informed decision-making, advance organizational performance, and develop a high-performing Finance team within a regulated insurance environment.

Essential Functions

Strategic Finance Leadership & Enterprise Partnership

  • Partner with the CFO and leadership team to advance the organization’s financial objectives, strategic initiatives, and operational priorities.
  • Serve as a trusted advisor by providing financial insight, analysis, and recommendations that support enterprise decision-making and long-term business success.
  • Promote sound financial stewardship, accountability, and alignment with organizational goals while helping drive a high-performing Finance function.
  • Partner with business leaders, Information Technology, and Data & Analytics teams to advance reporting capabilities, improve business processes, and support enterprise transformation initiatives.
  • Lead and develop finance leaders while fostering a high-performing culture that promotes accountability, collaboration, employee engagement, professional growth, and succession readiness.

Financial Reporting, Compliance & Governance

  • Provide leadership and oversight of financial reporting, audit, regulatory compliance, and governance activities, ensuring alignment with organizational objectives and regulatory expectations.
  • Establish and maintain an effective framework of accounting policies, internal controls, and financial governance practices that support the organization's financial strength and risk management objectives.
  • Oversee regulatory reporting, reinsurance administration, and related compliance activities while providing direction and support to finance leadership responsible for day-to-day execution.
  • Partner with external actuaries, auditors, regulators, and other stakeholders to support financial reporting, reserve analyses, examinations, and enterprise financial objectives.
  • Monitor emerging accounting, regulatory, and industry developments and coordinate appropriate organizational actions.
  • Maintain relationships with auditors, regulators, actuaries, and other external stakeholders in support of the organization's financial and compliance objectives.

Financial Planning & Performance Management

  • Provide leadership and oversight of budgeting, forecasting, expense management, and financial performance processes.
  • Establish performance measures, reporting frameworks, and financial management practices that support strategic decision-making and organizational accountability.
  • Partner with executive management and business leaders to evaluate financial performance, resource allocation, and opportunities to improve efficiency and business results.
  • Guide the development of financial analyses, forecasts, and business cases used to evaluate strategic initiatives and enterprise priorities.
  • Promote disciplined financial planning and performance management practices that support the organization's long-term financial strength and strategic objectives.

Treasury, Capital & Financial Operations

  • Provide leadership and oversight of treasury operations, cash management, banking relationships, investment administration, and other core financial activities.
  • Support capital management, investment oversight, and related financial activities that contribute to the organization’s long-term financial strength and stability.
  • Ensure appropriate processes and controls are in place to safeguard assets and effectively manage financial resources.
  • Partner with finance leadership and external business partners to monitor liquidity, financial risks, and operational activities impacting the organization's financial position.

Job Requirements

Knowledge

  • Advanced knowledge of accounting, financial reporting, corporate finance, and financial operations.
  • Deep understanding of GAAP, STAT, insurance and nonprofit accounting, regulatory compliance, tax, and premium tax requirements.
  • Strong understanding of property-casualty insurance operations, reinsurance, capital management, investments, treasury, and financial performance drivers.
  • Knowledge of internal controls, risk management, governance, financial systems, data analytics, and technology-enabled solutions.

Skills

  • Strategic finance leadership, business partnership, and organizational influence.
  • Executive-level communication, presentation, and relationship management skills.
  • Financial analysis, forecasting, business case development, and decision support.
  • Governance, internal controls, risk management, and policy development.
  • Change leadership, process improvement, finance transformation, and the effective use of technology and data to support organizational performance.

Talent

  • Demonstrates sound judgment, integrity, accountability, and discretion in all financial and business matters.
  • Builds trust through collaboration, effective communication, and strong leadership.
  • Develops talent and organizational capability through coaching, engagement, and succession planning.
  • Embraces change, solves problems proactively, and drives continuous improvement.

Training and Experience

  • Bachelor's degree in Accounting, Finance, Business Administration, or related discipline required; CPA strongly preferred. MBA, Master's degree, or other relevant professional designation preferred.
  • 10+ years of progressively responsible finance, accounting, financial reporting, treasury, or financial operations experience, including leadership responsibility for teams and cross-functional initiatives.
  • Experience within property-casualty insurance, statutory accounting, regulatory reporting, audit, tax, treasury, investments, or reinsurance strongly preferred.
  • Experience working with executive leadership, governing committees, auditors, regulators, rating agencies, and external business partners.

Work Environment and Physical Demands

  • Inside climate-controlled office building
  • Prolonged sitting and using a PC
  • <10% Travel
  • Ability to lift 25lbs

Please note this job description is not designed to cover or contain a comprehensive listing of activities, duties or responsibilities that are required of the employee for this job. Duties, responsibilities, and activities may change at any time with or without notice.

Department Overview

The Finance Team provides enterprise-wide financial leadership, governance, reporting, analysis, and advisory support to HAI Group, its governing committees, and business partners. The team is responsible for reliable financial information, disciplined accounting and reporting practices, strong controls, thoughtful risk management, and practical insight that supports sound business decisions. Finance operates as a shared service and strategic partner, collaborating across the enterprise and with auditors, regulators, banks, investment managers, reinsurers, consultants, and other external partners to support HAI Group’s mission and long-term financial strength. 

Company Overview

 HAI Group®[1],  is the nation’s leading property-casualty insurance company founded by and dedicated to affordable housing organizations. While we are recognized as a pioneer of affordable housing insurance programs, insurance is not our only strength. We protect, preserve, and promote the sustainability of affordable housing with an array of products and services that support the challenges housing organizations face. Besides insurance, we offer risk management services, online training, and consulting services used by more than 1,500 housing organizations nationwide. Headquartered in Cheshire, Connecticut, HAI Group® was recognized as a Top Workplace from 2020-2025.

Cultural Objective

HAI Group contributes to a culture that creates a safe and healthy working environment and a space of inclusiveness and belonging for all by: exceeding our customers’ expectations, working collaboratively across the organization, embracing diversity, and demonstrating mutual respect and empathy. 

HAI Group Benefits and Perks

  • Bonus program eligibility
  • Annual merit increase program
  • Outstanding 401(k) plan with match and additional non-elective company contributions
  • Flexible work schedules
  • Generous paid time off including paid volunteer days and holidays
  • Medical, vision and dental Insurance
  • Company paid life, AD&D, short-term disability, and long-term disability coverage
  • HSA, and Health and Dependent Care FSA options
  • On-Site wellness: Full gym and locker rooms, private wellness room (featuring a massage chair, lounge area, vibration plate, and a refrigerator, with accommodations for use as a private lactation space), wellness initiatives, outdoor basketball and tennis/pickleball courts, walking trail, picnic pavilion area
  • Tuition reimbursement and student loan repayment program
  • Professional development 
  • Community Outreach 

HAI Group is an Equal Opportunity Employer.


HARRG Inc., reserves the right to fill this position at a level above or below the level included in this posting.

No agency submissions please. Resumes submitted to any HAI Group employee without a current, signed, and valid contract in place with the HAI Group Recruiting team for this position will become the property of HAI Group and no agency fees will be paid.

HAI Group's Notice of Collection of Personal Information: https://resources.haigroup.com/hubfs/2023-HAI-Notice-of-Collection-Employees_1099_Applicants.pdf

 

[1] HAI Group® is a marketing name used to refer to insurers, a producer, and related service providers affiliated through a common mission, management, and governance. Property-casualty insurance and related services are written or provided by Housing Authority Risk Retention Group, Inc.; Housing Authority Property Insurance, A Mutual Company; Housing Enterprise Insurance Company, Inc.; Housing Specialty Insurance Company, Inc.; Innovative Housing Insurance Company Inc.; Housing Investment Group, Inc.; and Housing Insurance Services, Inc. (DBA Housing Insurance Agency Services, Inc. in NY and MI).

 

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