Captive Executive Property & Casualty (Greater Pittsburgh Region)

Build a Market. Grow a Business. Make an Impact.

Innovative Captive Strategies (ICS) is seeking a highly motivated sales and relationship management professional to expand our Property & Casualty captive insurance practice in strategic markets across the United States.

This is not a role focused on maintaining an existing territory. It's an opportunity to develop one.

We're looking for someone who thrives on building relationships, creating opportunities, and driving growth. As a Captive Executive, you'll serve as a trusted advisor to agency partners and business leaders, helping organizations explore innovative approaches to risk financing while expanding ICS's market presence.

If you're energized by autonomy, consultative sales, and the opportunity to make a visible impact in a growing organization, we'd like to talk with you.

What You'll Do

Drive Business Growth

• Develop and execute market expansion strategies within assigned territories.
• Build relationships with insurance agencies, brokers, consultants, and business leaders.
• Generate new business opportunities through strategic prospecting and consultative sales efforts.
• Lead conversations with prospective clients and agency partners to identify opportunities and deliver tailored solutions.

Serve as a Strategic Advisor

• Educate clients and partners on captive insurance strategies and alternative risk solutions.
• Provide consultative guidance that helps clients gain greater control, stability, and long-term value from their insurance programs.
• Present complex concepts in a clear, practical, and business-focused manner.

Lead and Grow Captive Programs

• Serve as the strategic lead for group captive programs.
• Partner with clients, agency partners, captive members, and vendors to support program growth and long-term success.
• Facilitate member meetings, educational sessions, and strategic planning discussions.

Influence the Future

• Collaborate with leadership and internal teams to help shape captive strategy and market direction.
• Represent ICS at industry events, meetings, and business development initiatives.
• Mentor and support team members while fostering a collaborative, growth-oriented culture.

What We're Looking For

We're interested in accomplished relationship builders who have successfully developed new business opportunities, earned trust with decision-makers, and consistently delivered results.

Ideal candidates may come from:

• Commercial Property & Casualty insurance
• Risk management
• Brokerage sales leadership
• Alternative risk financing
• Captive insurance
• B2B consultative sales
• Business advisory or consulting roles

Successful candidates typically:

• Excel at consultative selling rather than transactional selling.
• Enjoy building something from the ground up.
• Have strong business development and networking skills.
• Can confidently engage executives, owners, and senior decision-makers.
• Operate independently while balancing strategy, relationship management, and execution.

Qualifications

• 6+ years of experience in insurance, business development, consulting, captive insurance, or a related field.
• Demonstrated success in consultative sales and relationship management.
• Property & Casualty insurance experience preferred.
• Insurance licensing (or ability to obtain licensure within three months).
• Ability to travel up to 50%.

Why This Opportunity?

This role offers the chance to become the face of the business in a developing market while partnering with organizations that are looking for smarter, more strategic ways to manage risk.

You'll have the opportunity to:

• Build a market rather
• Create and grow influential agency relationships.
• Work directly with business owners and executives.
• Influence strategy and drive meaningful growth.
• Join a team that values entrepreneurship, collaboration, and long-term success.

If you're a proven relationship-builder who enjoys creating opportunities, developing partnerships, and driving growth, we'd love to connect.

Compensation is based on several factors, including, but not limited to, education, work experience, industry certifications, and is commensurate based on the book of business. In addition to your salary, Holmes Murphy offers a comprehensive total rewards program including annual bonuses, total wellbeing benefits and support for professional development.