Director of Financial Systems and Transformation

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 within 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

Not reflective of all benefits. Enrollment waiting periods or eligibility criteria may apply to certain benefits. Benefit details and offerings may vary for subsidiary entities or in specific geographic locations.

Recruiting Vendor Disclosure Statement

Recruiting Vendor Disclosure Statement Brown & Brown does not accept unsolicited resumes from external recruiters, recruitment vendors or employment agencies (“Recruiting Vendors”). Recruiting Vendors must have a valid written agreement and received prior written authorization from an authorized Brown & Brown representative before submitting candidates for any publicly posted role. Any unsolicited resumes submitted to Brown & Brown or its employees become the property of Brown & Brown, and no fees will be paid for such submissions. Additional information regarding this policy can be found on our careers page.

Brown & Brown and its affiliates maintain an internal recruiting team responsible for filling open roles posted to the public. In certain situations, Brown & Brown may supplement its internal capabilities by engaging external recruiting vendors and employment agencies (“Recruiting Vendors”). Recruiting Vendors are not authorized to submit resumes, share candidate data, or directly or indirectly contact Brown & Brown employees to present candidates for employment opportunities. The only exception applies to Recruiting Vendors with an active Valid Agreement (as defined below) that has been approved by Brown & Brown. In accordance with this policy, and to ensure appropriate authorization for sharing candidate personal information, Brown & Brown will not accept unsolicited resumes from any source other than Authorized Recruiting Vendors with a Valid Agreement in place who have been expressly invited to support a specific role. Any unsolicited resumes, incomplete submissions, or candidate data received through any means (including email or otherwise) will be considered the property of Brown & Brown. Brown & Brown will not pay any placement or related fees for unsolicited submissions or candidate data provided in violation of this policy. Such submissions may be used by Brown & Brown without any obligation to pay fees of any kind to Recruiting Vendors. A Valid Agreement is defined as a written contract signed by an authorized representative of Brown & Brown. In the absence of a Valid Agreement, Brown & Brown assumes no liability under any legal theory, including but not limited to breach of contract, breach of implied contract, tortious interference, quantum meruit, any/or any other contractual or equitable claims in connection with candidates identified through unsolicited submissions made in violation of this policy.

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”. At Arrowhead Programs, growth starts with our people — shaped by an inclusive culture, sparked by innovation and driven by a shared goal to make an impact. Here, you’ll find a collective of independently driven program administrators and managing general underwriters, united by a commitment to delivering one of the most diverse portfolios of niche insurance solutions in the industry. It takes a range of strengths and perspectives to create specialized solutions — and at Arrowhead Programs, every role plays a part in our success. Whether you’re just starting out or taking the next step in your career, this is a place where your work drives progress. If you’re looking for a company that values curiosity, creativity and collaboration, you’ll find your next chapter here. Own your future. Help shape ours.