Captive Account Executive

Hylant; East Honolulu (HI); On-site; USD 140,000 - 180,000; Full time

Job summary

Hylant, a leading insurance brokerage, seeks an Account Executive to lead a captive account team and serve as a strategic advisor to clients. You will coach a group of captive professionals, manage performance, and drive operational excellence across client engagements.

You will interact with boards and senior leadership, presenting financial outcomes and guiding long-term objectives. This role demands travel and proven relationship management within captive insurance.

Qualifications

• Bachelor's degree in accounting, finance, business administration, or related field.
• Seven or more years in captive insurance, auditing, risk management, or captive management.
• CPA/CPCU/ACIA/ARM/ACI or equivalent preferred.
• Demonstrated leadership and people management experience.
• Strong understanding of captive insurance operations, financial reporting, and regulatory compliance.
• Ability to manage complex client relationships and multiple priorities.
• Advanced proficiency with Microsoft Excel, Word, PowerPoint, and Outlook.
• Experience presenting to boards of directors and executive leadership.
• Willingness to travel for meetings and conferences.
• Legally authorized to work in the United States.

Responsibilities

• Lead, engage, and manage a team of account managers in talent functions including recruiting, onboarding, training, and performance management.
• Provide executive relationship management and strategic guidance for captive clients.
• Lead client, board, and stakeholder meetings with financial and operational results.
• Oversee complex client engagements and resolve escalated issues.
• Drive process improvements and ensure service and compliance deadlines.
• Oversee financial reporting, regulatory filings, and risk management activities.
• Collaborate with auditors, actuaries, legal counsel, and regulators.
• Support business growth through client retention, proposals, and industry involvement.

Skills

Leadership

Client management

Strategic planning

Travel readiness

Executive communication

Education

Bachelor's degree in accounting/finance/business

Tools

Excel

Word

PowerPoint

Outlook

Job description

The Opportunity:

The Account Executive is a senior leader within the captive account management team responsible for overseeing client relationships, developing talent, managing team performance, and driving operational excellence. This role serves as a strategic advisor to captive insurance clients while providing leadership, coaching, and accountability for a team of captive professionals.

In This Role You Will Execute On:

• Lead, engage, and manage a team of account managers in all talent functions including recruiting, hiring, onboarding, training, career development, and performance management ensuring teams have the support and resources needed to meet or exceed business objectives.
• Serve as the executive relationship manager and trusted advisor for assigned captive clients, providing strategic guidance on operations, governance, financial performance, insurance, and long-term objectives.
• Lead client, board, and stakeholder meetings, presenting financial and operational results while driving informed decision‑making.
• Oversee complex client engagements, proactively resolving escalated issues and identifying opportunities to enhance client value and service delivery.
• Drive operational excellence through process improvements, best practices, quality standards, and consistent achievement of service and compliance deadlines.
• Provide executive oversight of financial reporting, regulatory filings, risk management activities, and domicile compliance requirements.
• Collaborate with auditors, actuaries, legal counsel, regulators, and other service providers to support client and regulatory objectives.
• Support business growth through client retention and expansion efforts, proposal development, prospect engagement, industry participation, and thought leadership initiatives.
• Perform other duties and special projects as requested.

In This Role You Will Need:

• Bachelor's degree in accounting, finance, business administration, or related field.
• Seven or more years of captive insurance, auditing, risk management, or captive management experience.
• CPA, CPCU, ACIA, ARM, ACI, or other relevant professional designations, preferred.
• Demonstrated leadership and people management experience.
• Strong understanding of captive insurance operations, financial reporting, and regulatory compliance.
• Proven ability to manage complex client relationships and multiple priorities.
• Advanced proficiency with Microsoft Excel, Word, PowerPoint, and Outlook.
• Experience presenting to boards of directors and executive leadership teams.
• Experience with strategic planning, budgeting, and resource management.
• Ability and willingness to travel for meetings, conferences, or other business‑related functions.
• Must be legally authorized to work in the United States.

Why Hylant?

Since 1935, Hylant has been a family‑owned insurance brokerage built on relationships, trust, and a people‑first mindset. We believe great work is rooted in understanding people — our clients, our communities, and each other — and delivering thoughtful solutions that rise above the expected.

Anything But Typical. Everything for You. isn’t just a message; it’s how we show up. It reflects a culture where people come first, careers are supported with purpose, and going above and beyond is the standard, not the exception. At Hylant, you’re more than an employee, you’re part of a team that treats one another like family and works together to make a meaningful impact.