Captive Account Executive

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.

Why Hylant? A Career That’s Anything But Typical

At Hylant, we don’t just offer jobs—we offer careers that grow with you. For over 90 years, our family-owned business has stood for more than insurance. We stand for people.

When you join Hylant, you become part of a family that champions support, respect, flexibility, and a healthy work-life balance. It’s no surprise we’ve been named a “Best Place to Work in Insurance” for 17 consecutive years. In 2024 alone, Hylant and our incredible team earned 24 awards, celebrating our commitment to workplace culture, community involvement, and individual achievement.

We’re proud to be anything but typical in our industry. Here’s what makes Hylant different:

• Opportunity on your terms: Whether you're just starting out or looking to lead, we offer clear career paths, tailored development programs, and the freedom to grow in the direction that fits you best.

• Relationships that build people up: Our culture is rooted in empathy and collaboration. You’ll be surrounded by mentors, teammates, and leaders who care about your success.

• A chance to make a real impact: From serving clients with integrity to giving back to our communities, your work at Hylant will matter—locally and globally.

We invest in our people through programs like the Hylant Career Academy, Leadership Catalyst, and Hylant MBA, and we celebrate the wins—big and small—along the way.

If you’re looking for a place where you can grow, belong, and make a difference, we invite you to explore what makes Hylant a destination for top talent—and a place where you gain so much more.