Senior Captive Insurance Executive and Team Lead

Hylant; Maryland; On-site; USD 120,000 - 180,000; Full time

Job summary

Hylant in the United States seeks an Account Executive to lead the captive account management team and serve as a strategic advisor to clients. You will guide talent development, manage performance, and drive excellence in governance and operations.

The role oversees client engagements with boards and executives, delivering financial results and ensuring regulatory compliance while pursuing growth opportunities through retention and proposals.

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.

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

Executive communication

Strategic advisory

Client relationship management

Talent development

Education

Bachelor's degree in related field

Tools

Microsoft Excel

Microsoft Word

PowerPoint

Outlook

Job description

Hylant in the United States seeks an Account Executive to lead the captive account management team and serve as a strategic advisor to clients. You will guide talent development, manage performance, and drive excellence in governance and operations.

The role oversees client engagements with boards and executives, delivering financial results and ensuring regulatory compliance while pursuing growth opportunities through retention and proposals.