Trusted Captive Insurance Manager

Shawn Holland
Principal
Shawn has been in the financial or insurance business for most of his career with a combined 25 years of experience in these fields. He was one of the founding members of CIC Services and was instrumental in opening up the Southeast to the Captive Insurance Company concept along with CIC’s partners. Shawn first worked for the company in Atlanta and then moved to Charleston, SC with his family 13 years ago to enjoy the coast and everything it had to offer. Between his time with CIC Services, Shawn founded a beverage company, a wine company, a brand management company and a vitamin/supplement company, further solidifying his knowledge of the capital markets, the trials and tribulations of entrepreneurship, risk management, and how business owners really think. Shawn is tremendously excited to be back on the CIC Services team to assist in the company’s tremendous growth in the Southeast.
Shawn lives with his wife of 25 years, Jennifer, on Sullivan’s Island, SC, near Charleston. He has two children ages 22 and 18, both of whom are Wake Forest Demon Deacons. Shawn is an active member of Seacoast Church, and enjoys music, movies, golf and tennis. He still plays competitive tennis at the national level and was a four-time All American at Presbyterian College.
Recent Industry News

The Courtroom Risk No One in Power Generation Can Afford to Ignore
In today’s energy landscape, power companies face not only the challenges of decarbonization, market volatility, and aging infrastructure but also a rapidly growing legal threat that demands board-level attention.

Captive Consolidation: Why Focused Management Matters More Than Ever
In today’s dynamic risk environment, captive insurance companies have become essential tools for businesses seeking more control over risk financing. By forming their own insurance entities, companies gain the ability to customize coverage, better manage costs, and achieve improved transparency across their risk programs. Captives are no longer just niche solutions—they’re strategic assets used by […]

CIC Services Files Second Lawsuit Against the IRS, Continuing Fight for Small and Mid-Sized Businesses
CIC Services, a Knoxville-based firm that helps small and mid-sized businesses form and manage captive insurance companies, has filed a second lawsuit against the Internal Revenue Service (IRS), challenging what it describes as a continued campaign of regulatory overreach that harms legitimate business owners. The complaint, filed in the U.S. District Court for the Eastern […]

New IRS Captive Rules Beg To Be Challenged
On January 14, just days before the end of the Biden Administration, the US Treasury continued its multi-decade-long attacks on Congressionally-authorized captive insurance arrangements by issuing a new final regulation relating to 831(b) small captive insurance companies: https://public-inspection.federalregister.gov/2025-00393.pdf. Unfortunately, the new rule very much resembles the originally proposed rule that received overwhelmingly negative feedback from […]