Caroline Fein
Director - Captive Account Executive - Medical Stop Loss Expertise
- Role
- Director - Captive Account Executive at Ryan Specialty Benefits
- Location
- Charleston, SC, US
- LinkedIn followers
- 500 followers
About Caroline Fein
One of my earliest school memories is sitting in a parent-teacher conference and hearing my teacher say: “Caroline is one of the most talkative students—no matter where I move her, she connects with everyone!”That ability to communicate with anyone, anywhere has carried into my professional life. Over the years, I’ve learned that effective communication is at the core of every successful business relationship.With several years of experience in both corporate and small business settings—primarily in the insurance industry—I’ve developed valuable communication, organizational, and problem-solving skills. I thrive in fast-paced environments, managing multiple projects while building trust with coworkers, clients, vendor partners, and other professionals.I’m highly motivated, detail-oriented, and passionate about helping others succeed—whether by collaborating as a team member or working independently.Today, I enjoy meeting new people, hearing new perspectives, and continuing to grow in the world of Health Insurance and Employee Benefits. At Ryan Specialty Benefits, I focus on how our Stop Loss Group Captive solutions empower employers with greater control, transparency, stability, and the opportunity to manage cost trends.If you’d like to connect and exchange ideas about the evolving landscape of medical stop loss and captives, I’d love to hear from you!
Experience
Director - Captive Account Executive
Nov 2025 — Present · Charleston, SC, US
Education
Charleston Southern University
Bachelors in Science, Kinesiology and Biology
2013 — 2016
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