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Tailored Insurance Programs for Captive Insurance Companies: Managing Unique Risks Captive insurance companies play a crucial role in managing risks for their parent organizations. To safeguard these entities, a specialized insurance program is essential. This tailored approach not only covers various risks but also helps ensure regulatory compliance and financial stability. A well-designed captive program balances fronting, reinsurance structures, and operational controls to manage exposures such as commercial liability, property coverage, and cyber risks. Key Components of Captive Program Insurance 1. Fronting Insurance: Provides excess coverage by allowing captives to cede excess risk to a third‑party insurer while relying on the captive for primary retentions. 2. Reinsurance: Protects captives from catastrophic losses and unexpected events by transferring a portion of risk to another insurer or reinsurer, which can stabilize results and support larger limits. 3. Directors & Officers (D&O) Liability: Covers directors and officers against personal liability for corporate decisions, an important protection for captive leadership and governance. 4. Professional Liability (E&O): Protects the captive and its service providers from claims of negligence, errors, or omissions in the administration of policies or risk management services. For specialized captive finance exposures, see Captive Premium Finance Professional Liability Insurance. 5. Cyber Liability: Addresses risks such as data breaches, cyber‑attacks, and business interruptions caused by technology failures, often paired with incident response and regulatory expense coverage. 6. Regulatory Compliance: Covers expenses related to regulatory investigations, fines, and penalties where insurable, and supports documentation needed for audits and examinations. 7. Business Interruption: Provides financial stability during periods of operational downtime, including contingent business interruption tied to vendor or service failures. 8. Crime: Protects against losses resulting from fraudulent activities such as employee theft, forgery, or embezzlement. Benefits of a Captive Program Insurance Comprehensive risk management that can include commercial auto exposure and equipment coverage where relevant Enhanced financial stability through retained risk and reinsurance layers Regulatory compliance support and documentation Protection for leadership and management teams Safeguarding against cyber risks and business interruption Mitigation of fraud and crime-related losses Why a Customized Approach Matters Every captive has a distinct risk profile and regulatory environment, so coverage should be tailored to the organization’s exposures — whether the parent is a manufacturer, association, retailer, contractor, or service operator. Underwriting factors such as claims history, governance practices, capital adequacy, and reinsurance arrangements influence pricing and terms. Thoughtful program design also addresses common exclusions and policy limitations while incorporating risk management considerations like contract language, loss control, and compliance programs. If you want an in‑depth view of program options and structure, explore our approaches in Tailored Insurance Programs for Captive Insurance Companies, which outlines common structures and services for captives. Get Personalized Guidance on Insurance for Captive Insurance Companies! Our team can help you design a customized insurance program that addresses your unique needs and ensures effective risk management and financial stability for your organization. Connect with us today to explore our comprehensive insurance solutions tailored to captive insurance companies. Risk scenario example: a third‑party cyber intrusion that leads to data loss and a temporary shutdown could trigger both cyber liability and business interruption claims — illustrating why layered protection and reinsurance are important. Frequently Asked Questions What is captive program insurance?Captive program insurance is a customized set of insurance coverages and risk‑sharing arrangements designed specifically for captive insurance companies, combining fronting, reinsurance, and targeted liability and operational protections. Who typically uses captive insurance programs?Organizations such as manufacturers, associations, large corporate groups, and specialized operators use captive programs to retain controllable risks, improve cash flow, and obtain tailored coverage not available in standard markets. How do fronting and reinsurance work together?Fronting insurers issue policies and provide regulatory-recognized coverage, while reinsurance allows the captive to assume a portion of the risk or transfer catastrophic layers to reinsurers; together they enable larger limits and compliance with market requirements. Still have questions? Talk to a local insurance expert.

...— Roundstone Signatory Contractor Workers Compensation Group Captive Program Roundstone offers a group captive Workers’ Compensation program designed speci...le?Yes — the program places admitted Workers’ Compensation coverage and is available in al...

... specifically tailored for: Heterogeneous groups or associations Stand-al...nderstanding of complex self-insured workers’ compensation needs. By partnering with Midla...

Overview — Roundstone Livery Program Roundstone’s Livery program is an admitted commercial auto liability solution designed for limousines, black car services and the taxi industry. The program bundles core transportation exposures — automotive liability and physical damage — with complementary coverages agents often need for these classes: general liability, garage liability, garagekeeper’s legal liability, excess/umbrella liability and property coverage. Offered through Roundstone’s admitted, captive platform, this program is positioned for agents placing chauffeured and for-hire passenger transportation risks across the country. Ideal Accounts and Appetite Chauffeured black car and limousine fleets (small to mid-sized operations) Traditional taxi operators and medallion fleets Operators that also maintain a repair or dispatch facility and need garage/garagekeeper protections Accounts seeking admitted paper with coordinated auto and liability limits Roundstone typically looks for operations with documented driver hiring and training practices, reasonable vehicle age and maintenance programs, and stable loss histories. Risks with routine business-to-business contracts, airport service routes, and scheduled chauffeured work often fit well. High-hazard uses — such as emergency medical transport, heavy-duty hauling, or operations that handle hazardous materials — are not primary targets for this program. Coverage Highlights and Advantages Automotive Liability: Primary coverage for third-party bodily injury and property damage arising from for-hire passenger operations. Physical Damage: Comprehensive and collision options to protect fleet vehicles, with flexible deductible choices. General Liability: On-premises and operations coverage to complement auto liability for passenger exposures. Garage & Garagekeeper’s Legal Liability: Designed for livery operators who perform vehicle servicing, maintenance or store customer vehicles. Excess/Umbrella: Additional limits over the primary auto and general liability layers for catastrophic losses. Property Coverage: Covers physical assets such as dispatch offices, maintenance shops and business personal property. The integrated package reduces gaps between auto and premises exposures and simplifies billing and policy administration by keeping coverages within a single admitted program. Underwriting Notes Submit current loss runs (typically 3–5 years), driver lists with MVRs, vehicle schedules and an explanation of operations/dispatching. Underwriters evaluate fleet size, vehicle age, driver screening and training, hours of operation, and primary service routes (e.g., airport vs. local street service). Remedial requirements may include driver safety programs, telematics installation, or specific maintenance documentation for certain accounts. Because this program is admitted and carrier-appointed in all available states, paperwork and endorsements will follow admitted market rules for each jurisdiction. Territories and Availability Roundstone’s Livery program is available in all listed states and the District of Columbia: AL, AK, AZ, AR, CA, CO, CT, DE, FL, GA, HI, ID, IL, IN, IA, KS, KY, LA, ME, MD, MA, MI, MN, MS, MO, MT, NE, NV, NH, NJ, NM, NY, NC, ND, OH, OK, OR, PA, RI, SC, SD, TN, TX, UT, VT, VA, WA, DC, WV, WI, WY. Coverage is placed on admitted paper with carriers appointed to write in those states. Why Work With Roundstone on Livery Business? Specialized program underwriting focused on chauffeured and taxi-class exposures. Admitted solutions across a broad territory simplify compliance and claims handling for agents and insureds. Ability to combine auto, liability and garage exposures in a single submission — reducing gaps and administrative complexity. Responsive underwriting for renewal discussions and loss mitigation recommendations tailored to livery operations. Example scenarios: You might have a 12-vehicle black car fleet that needs coordinated auto liability, physical damage and an umbrella for airport contracts. Or a six-vehicle taxi operator that also maintains a small shop and needs garagekeeper and property coverage — both could be submitted to Roundstone’s Livery program for review. Frequently Asked Questions What types of accounts are a good fit for the Roundstone Livery program?Chauffeured black car and limousine fleets, taxi operators and small-to-mid-size for-hire passenger services that have documented driver screening, routine maintenance programs and relatively stable loss histories. What submission materials does Roundstone require?Typical items include 3–5 years of loss runs, a current vehicle schedule, driver list with MVRs, description of operations/dispatch practices, and details on any on-site maintenance or storage facilities. Is this offered on admitted paper in my state?Yes. The Livery program is offered on admitted carriers and is available in the states and District of Columbia listed in the storefront. Coverage and endorsements will follow admitted market rules for each jurisdiction. How does the program handle garage and garagekeeper exposures?The program can include garage liability and garagekeeper’s legal liability when the insured operates a shop, performs maintenance, or stores customer vehicles. Underwriters will review the scope of shop operations and may request specific controls or limits based on exposure. Need help placing an account? Connect with a market specialist.