Senior Captive Accounts Leader & Client Strategy

Hylant; Madison (WI); On-site; USD 120,000 - 180,000; Full time

Job summary

Hylant is seeking an Account Executive to lead a captive account management team and act as a strategic advisor to client organizations. You will drive talent development, oversee client engagements, and guide executive-level discussions on operations and financial performance.

The role requires senior leadership experience, a strong grasp of regulatory and governance considerations, and a proven ability to manage complex client relationships across multiple priorities.

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.
• Willingness to travel for meetings, conferences, or other business-related functions.

Responsibilities

• Lead, engage, and manage a team of account managers in 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.

Skills

Leadership

Client relationships

Strategic planning

Financial analysis

Education

Bachelor's degree

Tools

Excel

Word

PowerPoint

Outlook

Job description

Hylant is seeking an Account Executive to lead a captive account management team and act as a strategic advisor to client organizations. You will drive talent development, oversee client engagements, and guide executive-level discussions on operations and financial performance.

The role requires senior leadership experience, a strong grasp of regulatory and governance considerations, and a proven ability to manage complex client relationships across multiple priorities.