Senior Captive Accounts Leader & Talent Coach

Hylant; Lake Michigan Beach (MI); On-site; USD 120,000 - 180,000; Full time

Job summary

Hylant, a family-owned insurance brokerage since 1935, seeks an Account Executive to lead the captive account management team, guide client relationships, and drive operational excellence. You’ll coach professionals, oversee governance, and deliver strategic insights to captivate clients and stakeholders.

The role emphasizes leadership, strategic planning, and collaboration with regulators, auditors, and legal counsel while supporting growth 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.
• Experience presenting to boards of directors and executive leadership teams.
• 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 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.

Skills

Leadership

People management

Strategic planning

Executive communication

Education

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

Tools

Microsoft Excel

Microsoft Word

PowerPoint

Outlook

Job description

Hylant, a family-owned insurance brokerage since 1935, seeks an Account Executive to lead the captive account management team, guide client relationships, and drive operational excellence. You’ll coach professionals, oversee governance, and deliver strategic insights to captivate clients and stakeholders.

The role emphasizes leadership, strategic planning, and collaboration with regulators, auditors, and legal counsel while supporting growth through retention and proposals.