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Director of Financial Systems and Transformation

Job in Northern, Floyd County, Kentucky, USA
Listing for: Brown & Brown, Inc.
Full Time position
Listed on 2026-09-12
Job specializations:
  • Finance & Banking
    Financial Compliance, Risk Manager/Analyst
Salary/Wage Range or Industry Benchmark: 140000 - 230000 USD Yearly USD 140000.00 230000.00 YEAR
Job Description & How to Apply Below

Built on meritocracy, our unique company culture rewards self-starters and those who are committed to doing what is best for our customers.

Arrowhead Intermediaries is seeking a Director of Financial Systems & Transformation to join our growing team in Florida or North Carolina.

The Director of Financial Systems and Transformation will work with the Technology Solutions organization to drive key business requirements, needs, and priorities in the discovery, evaluation, selection, and implementation of financial systems supporting Arrowhead Intermediaries (AHI). Knowledge of AI platforms and applications will be critical to evaluating solutions and practical use cases. This role serves as the primary liaison between Accounting, Finance, and Technology to ensure financial systems align with business needs, regulatory requirements, internal controls, and Brown & Brown enterprise standards.

Experience with in the insurance industry—carrier, brokerage, MGA, or specialty insurance environment is critical to initial success in this role.

How You Will Contribute:
  • Lead financial systems discovery initiatives across AHI on behalf of Finance
  • Evaluate financial software, tools, and workflows supporting insurance operations.
  • Oversee vendor evaluation, RFPs, and system selection.
  • Serve as the AHI team lead for innovation and AI application
  • Serve as liaison between Accounting, Finance, and Technology teams.
  • Ensure systems align with compliance, controls, and GAAP requirements.
  • Partner with Brown & Brown enterprise Finance and Technology teams.
  • Support system implementations and post-implementation optimization.
  • Assist in preparation of business cases and ROI analysis.
  • Collaborate with Program Management on planning, resourcing, and prioritization.
Skills & Experience to be Successful:
  • Bachelor’s degree in Accounting, Finance, Information Systems, or related field.
  • 10+ years of experience in financial systems or finance transformation roles.
  • Insurance industry experience (carrier, brokerage, MGA) strongly preferred.
  • Experience leading system evaluations and implementations.
  • Strong understanding of financial controls and compliance.
Teammate Benefits & Total Well-Being
  • Health Benefits:

    Medical/Rx, Dental, Vision, Life Insurance, Disability Insurance
  • Financial Benefits:

    ESPP; 401k;
    Student Loan Assistance;
    Tuition Reimbursement
  • Mental Health & Wellness:
    Free Mental Health & Enhanced Advocacy Services
  • Beyond Benefits:
    Paid Time Off, Holidays, Preferred Partner Discounts and more.

The Power To Be Yourself As an Equal Opportunity Employer, we are committed to fostering an inclusive environment comprised of people from all backgrounds, with a variety of experiences and perspectives, guided by our Diversity, Inclusion & Belonging (DIB) motto, “The Power to Be Yourself”.

Built on meritocracy, our unique company culture rewards self-starters and those who are committed to doing what is best for our customers. Founded in 1939 as a small, two-partner firm, Brown & Brown (NYSE: BRO) and our team of companies have grown into one of the world’s largest insurance brokerages while staying true to our foundation of trust, resilience, and delivering results.

With a team that is as connected locally as it is globally, our high-performing, highly collaborative team delivers innovative risk and insurance solutions. We look for individuals who embrace our culture, thrive in a collaborative environment, are driven to grow and succeed, and are committed to always doing what is right. With a unique culture built on integrity, superior capabilities and grit, we value teamwork, trust and courage.

We think of ourselves as a team, so we have teammates—not employees, and leaders—not managers. Everything we do is about the greater “WE”—never “me.” While diverse in abilities and experience, we are all connected through our core values, a commitment to our local communities and a shared mission—always doing what is best for our customers.

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