Senior Captive Account Leader & Client Strategist

Hylant; Honolulu (HI); On-site; USD 120,000 - 170,000; Full time

Job summary

Hylant is seeking an Account Executive to lead a team of captive account managers and act as a strategic advisor to key clients in Honolulu. You will drive client relationships, governance, and long-term objectives while overseeing financial performance and regulatory compliance.

The role requires executive leadership, strong communication with boards, and proven ability to manage complex engagements across multiple priorities. Travel to client sites and industry events is expected.

Qualifications

• 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.

Responsibilities

• Lead, engage, and manage a team of account managers in all talent functions including recruiting, hiring, onboarding, training, career development, and performance management.
• 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.

Skills

Leadership

People management

Relationship management

Strategic planning

Budgeting

Financial analysis

Travel willingness

Education

Bachelor's degree in accounting, finance, business administration, or related field

Tools

Microsoft Excel

Microsoft Word

Microsoft PowerPoint

Microsoft Outlook

Job description

Hylant is seeking an Account Executive to lead a team of captive account managers and act as a strategic advisor to key clients in Honolulu. You will drive client relationships, governance, and long-term objectives while overseeing financial performance and regulatory compliance.

The role requires executive leadership, strong communication with boards, and proven ability to manage complex engagements across multiple priorities. Travel to client sites and industry events is expected.