
Summary: As commercial insurance costs climb, more middle-market and privately held companies are forming captives to take control of their risk. For CPAs, that shift raises the stakes: a poorly structured captive can mean disallowed deductions, penalties, and scrutiny. This article explains what captives are, why clients use them, and the questions every advisor should ask before one goes wrong.
Captive insurance is no longer reserved for large enterprises and corporations. As commercial insurance costs climb, capacity tightens, and coverage narrows, middle-market and privately held companies are rethinking how they approach risk. More of them are asking a once uncommon question: what if we insured ourselves?
For CPAs, this shift is more than academic. Clients are arriving with captive structures already in place, or asking whether a captive belongs in their broader financial and risk management strategy. Understanding the fundamentals (i.e., what captives are, why they exist, and what they require) is becoming part of advising the modern business owner effectively. The cost of not knowing is all too real: a missed red flag, a structure that cannot withstand scrutiny, or a client who turns to someone else for guidance.
What is a captive?
A captive insurance company is a licensed insurer formed to underwrite the risks of its owners or a defined group of businesses, rather than selling coverage to the general public.
In a typical arrangement, an operating company pays premiums to its captive insurer. The captive collects those premiums, establishes reserves, pays claims, and invests any surplus. In effect, the business stops handing its risk to an outside carrier and starts managing that risk itself, inside a regulated insurance framework rather than through informal self-insurance.
Captives can take several forms, and the right one depends on the client:
- Single-parent captives insure one company and its affiliates, giving a single owner full control.
- Group captives pool risk among multiple unrelated businesses, spreading both cost and exposure.
- Cell or series captives let a company participate within a shared structure at a lower cost of entry.
The choice comes down to the client’s size, risk profile, available capital, and appetite for running an insurance entity.
Why are middle-market businesses turning to captive insurance?
Captives are fundamentally a risk financing strategy. Therefore, companies typically pursue them for practical, operational reasons tied to cost, control, and coverage.
Cost Efficiency and Control
For businesses with favorable loss experience, traditional insurance pricing does not always reflect underlying risk. A captive lets the company keep the underwriting profit that would otherwise go to a carrier, build reserves on its own books, and invest premium dollars rather than send them out the door. Over time, that can make the cost of risk more predictable and more controllable.
Access to Coverage
The commercial market does not insure every risk, and in a hard market, it insures fewer. Companies increasingly face gaps in areas like cybersecurity, supply chain disruption, and certain professional liabilities. A captive gives them room to design coverage that’s tailor-made, where standardized policies often fall short.
Access to Reinsurance
Captives can also access reinsurance markets generally unavailable to business that are not insurers. That access lets a company keep the predictable layers of risk it is comfortable holding and transfer the catastrophic exposures strategically.
Stronger Risk Management Discipline
Beyond financial benefits, captives force rigor. Businesses must quantify risk, analyze loss history, and formalize claims processes. That discipline often improves overall risk management and decision-making across the whole organization.
What does forming and running a captive insurance company require?
While the benefits are compelling, captives are not simple structures. They are regulated insurance entities and must operate as such. This is where a CPA’s involvement becomes valuable, and where clients most often need someone to tell them what they don’t know.
Feasibility Study
Most captives begin with a feasibility study. Before any entity is formed, an actuary and captive advisor model expected losses, test whether the numbers support an insurance company, and estimate the capital required. A sound study answers one question: does a captive actually make sense here?
Regulatory Licensing and Domicile
Captives must be licensed in a jurisdiction with enabling legislation, and the client must decide where. Domiciles fall into onshore operations (many U.S. states now compete for captive business) and offshore options, each with its own tax, regulatory, and cost profile. Licensing generally calls for a formal business plan, minimum capital and surplus, regulatory approval before writing or changing coverage, and annual reporting. None of it is one-and-done as captives operate under continuous oversight.
Engaging the Right Specialists
Captive operations require a coordinated team. Two roles are essential: a captive manager who handles administration, regulatory filings, and governance, and an independent actuary who prices coverage and analyzes reserves. Both help show that the arrangement operates at arm’s length and meets regulatory expectations.
Independent Audits
Most domiciles require annual audited financial statements, often accompanied by an actuarial opinion on reserves. For CPA firms, that is both an opportunity and a responsibility. Auditing captives calls for specialized knowledge, particularly around reserve estimation, reinsurance accounting, and reporting frameworks that are specific to insurance.
Financial Reporting
Captives typically report under U.S. GAAP (ASC 944) for insurance entities. In some cases, some report under statutory accounting principles (SAP), which emphasize solvency and policyholder protection, and file with the National Association of Insurance Commissioners (NAIC). These frameworks differ significantly from standard operating company reporting and call for specialized knowledge.
Tax Considerations
Tax treatment is one of the most scrutinized aspects of captive arrangements. To qualify as insurance for federal tax purposes, an arrangement must involve genuine risk shifting and risk distribution, and the captive must operate as a bona fide insurance company. Many property and casualty captives file Form 1120-PC, reporting premium and investment income alongside deductions for claims and reserves.
Poorly structured captives can lead to disallowed deductions, penalties, and increased scrutiny. Proper coordination among tax advisors, actuaries, and insurance specialists is essential.
Why captive insurance matters for CPAs and their clients
Captives sit at the intersection of tax, assurance, financial reporting, and advisory services. As more privately held companies adopt them, CPAs are increasingly central to the conversation.
CPAs are often best positioned to ask critical questions early on:
- Is there genuine, insurable risk?
- Is the pricing supported and defensible?
- Are governance and compliance processes in place?
- Is the captive run as a true insurance entity?
Providing this level of guidance does not replace the need for legal, actuarial, or captive management specialists, but it helps ensure clients engage the right professionals and avoid structures that will not withstand scrutiny. Left unchecked, captives that look fine on paper can expose clients to serious financial and regulatory consequences. That is the high cost of unknowns, and it is exactly what a good advisor helps a client avoid.
Final thoughts
Captive insurance is moving into the mainstream for middle-market businesses seeking greater control over risk, improved cost efficiency, and more tailored coverage. When executed correctly, a captive can be a powerful tool that aligns risk management with financial strategy and delivers long-term value.
But captives are not shortcuts. They require capital, governance, and a disciplined approach supported by qualified specialists. For CPAs, developing a practical understanding of how captives operate is no longer optional but a part of delivering forward-looking, strategic guidance in an increasingly complex risk environment.
This article is intended for general informational purposes and does not constitute tax, legal, accounting, or insurance advice. Tax, regulatory, and insurance requirements vary by jurisdiction and change frequently. Clients should consult with a qualified Aprio professional before implementing a captive structure.