Taking Strategic Captives to the Next Level
The days of purchasing ‘off-the-shelf’ captive solutions are gone
Foreword
The captive industry finds itself at an exciting point in its evolution. Dissatisfied with the mainstream insurance markets, more corporates of all sizes are increasingly flocking to formalised self-insurance and alternative financing, discovering first-hand how these solutions can work for their bespoke risk needs. While capacity is plentiful in some areas, it is stretched in other parts of the mainstream insurance markets.
This perfect storm is elevating what captive owners need from their service providers and the level of advice, guidance and expertise they require. There is no longer room for static or off-the-shelf solutions, with a gap emerging between these and the dynamic, strategic advisory services that meet clients where they need them most. To find out more about what this means for captives’ service provider needs, we’ve produced this technical report, in partnership with Captive Intelligence, gathering insights from our industry-leading experts around the world. We hope you find their insights helpful and thought-provoking.
Brady Young
CEO, Strategic Risk Solutions
Founded in 1993, Strategic Risk Solutions (SRS) has grown from a Vermont and Bermuda captive manager into the world’s largest independent insurance company manager, built on a track record of innovation, objective guidance, and proven results.
As a trusted strategic advisor spanning 40+ international domiciles, SRS empowers risk leaders to control and leverage risk through tailored alternative insurance solutions—combining bespoke captive management with advanced technical and analytical consulting.
SRS designs programs specifically tailored to clients and broker partners, ensuring each entity's distinct risk financing needs are fully met. Driven by independence and a "no-surprises" commitment, SRS delivers exceptional service and enduring partnerships that elevate businesses for the long term.
Captive Intelligence was launched in December 2022 to meet the growing demand for credible and relevant news and data-driven analysis of the global captive insurance market.
Through a combination of exclusive news stories and in-depth long read features, Captive Intelligence provides valued insight to captive owners, risk managers, service providers and regulators around the world.
Captive Intelligence is also home to the Global Captive Podcast, a growing global events portfolio and the Ci DataHub – the only real-time global intelligence platform providing the market with the latest insights on captive formations and growth.
Captive’s strategic advisory era
The role of service providers supporting captives has transformed, with the latter now requiring more strategic assistance.
There was a time when the consultants and other service providers were reactive in how they supported captives’ numerous administrative duties. This need has now been transformed, as Loredana Mazzoleni-Neglen – CEO at SRS Altitude Underwriting – explains.
“The demand for these strategic advisory services has evolved significantly,” reflects Loredana. “We’ve seen a shift from the initial basic services to a situation where the advisor can truly help to maximize the strategic value of the captive over the long term.”
This can include inter alia helping corporate owners expand the use of their captive in unlocking liquidity or accessing alternative reinsurance markets, or funding complex or emerging enterprise risks. This, according to Loredana, means helping owners align their captive’s purpose with the aims of the corporate wider business and supporting broader enterprise risk management initiatives.
“We see advisory services really going alongside the development of the corporate strategic business changes,” she explains. “If a company is expanding or entering new markets, we see demand for the advisor to help the captives with these new regulatory requirements.”
This enhanced approach is also leading to strategic advisory services boosting how captive owners understand their risks. According to her, access to more data and leveraging technology to advance more in depth analysis mean that, with the right support, captive owners can make better-informed decisions on what they need to budget for their risk exposure and risk retention strategy.
“This supplements the financial reporting piece,” says Michael O’Malley, managing director at SRS Advisors. “That entails detailed analysis of losses – causes, frequency, severity patterns and so on.”
“The demand for these strategic advisory services has evolved significantly"
“Because a lot of captives are set up for difficult lines of business, there are many cases that the carrier doesn’t want to participate in the risk,”
Bob Gagliardi, CEO, SRS Titanium
The need for such an in-depth service is increasingly required as larger and more complex organizations enter the captive market. With such entities, the service they require also expands and more considerations need to be taken into account from the perspective of the captive. This was why SRS created SRS Titanium, a strategic initiative aimed at serving Fortune 500 companies and other global, complex organizations.
Brady Young, CEO at SRS, says this came around from a general dissatisfaction in the market with pre-existing solutions. While providers may perform competently, Brady says SRS Titanium is a showcase of the best possible service that the more complex clients demand.
“From the beginning, SRS has always had a consulting capability alongside the accounting and financial reporting capabilities – clients want good blocking and tackling, but they now need more than that,” says Brady. “Part of our DNA is to help clients explore new ideas of what else they could do with their captives – which is why we have Titanium.”
The value of education
Strategic advisory services also mean educating new captive owners, and helping them navigate the realities and nuances of owning and operating their own regulated insurance entity. Some newcomers have the misconception they will start saving money from day one but Bob Gagliardi, CEO of SRS Titanium, explains they often do a lot of education around the reality of upfront investment through collateral capital requirements.
“That sometimes surprises new captive owners and it can be challenging, particularly since establishing a captive often requires putting up a lot of collateral to support the program,” says Bob.
“And, because a lot of captives are set up for difficult lines of business, there are many cases that the carrier doesn’t want to participate in the risk. They often don't want to put up any kind of credit exposure to a new captive or for an undercapitalized parent company.”
The need for proactive compliance
As regulatory frameworks transform around the world, complying with these is now much more than a tick-box exercise.
Regulatory frameworks around the world are being elevated with new codes and rules being introduced. With the bar raised, compliance departments have had to respond accordingly. This is resulting in a concerted shift from the traditional approach – reacting to the regulator and ticking boxes – to something much more dynamic.
“Compliance has really evolved from traditional regulatory governance to demonstrating effective oversight and informed decision making,” says Dearbhaile O’Kelly, Compliance Director at SRS Cayman. “Gone are the days where compliance is just a tick-box exercise.
“Across the board, every company needs to have a continuous improvement mindset. If you don't have that, you're going to be left behind.”
The benefits are clear. Regulatory missteps can be costly, in terms of potential financial penalties, imposed restrictions and reputational damage. Proactively engaging with regulators earlier, and before any potential issues arise, can help avoid such costs. This means unique compliance services for each client. What may have worked for one client may not be suitable for another, and being able to work proactively to bridge these gaps is an increasingly important part of a compliance department’s work.
“It's about being flexible and educating clients whatever their needs are,” says Andrew Hupman, managing director at SRS Bermuda. “About getting ahead and formalizing it, having the leadership of the captives to really think about what they should be addressing.
“This allows third parties like us to come in and help people structure their thoughts and develop a disciplined approach to addressing the matters they should be considering for their captive and risk financing strategy.”
Getting the green light for innovation
Sidestepping mainstream insurance markets can open new doors for corporates, especially those with niche or complex risks, but any innovation must still operate within the rules.
Striking the right balance between innovation and regulatory discipline is therefore crucial, with input required by compliance experts to ensure neither factor compromises one another. This means service providers with strong relationships with regulators, and the ability to discuss ideas ahead of time, are well-placed to add value.
“Regulators really value that sort of relationship, because it shows that you care,” says Dearbhaile. “They appreciate our transparency, our ability to navigate complex issues thoughtfully, and the credibility and trust we have established with regulators.
“It's invaluable for us to be able to pick up the phone for any time-sensitive or complex matters. That supports positive client outcomes."
In a 35-minute discussion recorded at the CICA International Conference in March 2026, Brady Young reflects on 25 years running the largest independent insurance manager in the world, explains the origins of SRS from its early days and its growth, particularly in recent years with expansion into Europe.
The importance of global reach and neutrality
The decisions on where to domicile, and the specific service provider requirements this choice will raise, have become increasingly complex.
The benefits of becoming a domicile of choice are well known. Becoming established as an in-demand captive domicile can pay dividends from a taxation, revenue and reputational perspective, with competition between jurisdictions intensifying as a result.
“Competition between domiciles is at its peak - regulators are more conscious of it, and it raises the bar for them,” says Jenny Pooley, managing director at SRS Cayman. “More importantly, they've also got to keep up and evolve with client needs. Simple captive structures with a few lines of business are a thing of the past.”
This emphasis on supporting bespoke requirements has seen a new trend emerge in the competition between captive domiciles. Whereas the focus would previously have been on regulatory frameworks, it is now about meeting captive owners head on and finding out what they need from a domicile. The location that can engage meaningfully with a prospective captive owner will stand out, with regulations often “a bit cut and paste” explains Peter Child, CEO at SRS Europe.
“There are distinct differences between jurisdictions, and that's not always obvious from the outside,” he says. “If you're not able to provide clients with a wide comparison set across jurisdictions, you're not able to provide the client with best possible advice, and that's at the center of everything that we do.”
“Competition between domiciles is at its peak - regulators are more conscious of it, and it raises the bar for them,”
Jenny Pooley, Managing Director, SRS Cayman
Choice without bias
With domicile choice becoming more challenging, captive owners are increasingly leaning on service provider insights to help them make the right call. These decisions begin and end with what the client needs, which is why SRS ensures that any guidance is truly independent.
Being able to make key decisions that are not compromised by prior arrangements or biases help the right conclusions to be reached, as well as help foster long-term relationships built on trust. For SRS, this has even seen the firm advise some clients to choose domiciles where the former does not have a presence simply because this works best for the latter’s unique requirements.
“The fact that we're not part of a broker whose core business really is to sell insurance means there's no conflict of interest,” says Brady. “Brokers historically get paid by the more premium they put into the market, but we're not pushing. If it doesn't make sense to use the captive in certain areas, then we don't push it.
“We know who our client is, and our job is to help them.”
At this point, it can be more about finding the right fit for a captive owner which further heightens the need for high-quality and in-depth strategic advisory services. This requires a thorough knowledge of the domicile’s regulator, service providers and operating environment it offers on a day-to-day basis.
“Many companies are interested in forming in their home state, whether for convenience or other incentives,” says Bob. “Often there isn’t that much difference in terms of the actual regulations, but there will be qualitative factors that come into the assessment. Here, you need the right advisor to help you, that knows the domiciles and can give good advice in terms of the right ones to consider.”
Supporting innovation
Corporates are encountering a rapidly evolving risk environment, meaning the role their captives play is more critical than ever.
Corporates face an intensifying and increasingly complex risk environment. Supply chain vulnerabilities, intensifying extreme weather events and worsening cyber attacks are just some of the factors corporates are having to contend with, but Loredana also sees these increasingly blurring with one another in her role as SRS Altitude CEO.
“The defining characteristic of risk in 2026 is not only the emergence of new risks, but the growing interconnectivity between these,” says Loredana. “Companies are exposed to these new risks but they are still often managed in silos .”
Against this backdrop, more innovative solutions are being explored across the industry to help satisfy corporate insurance needs. A wider range of corporates are turning to captive insurance, which puts a greater emphasis on service providers like SRS to help develop the right arrangements that clients need.
“Clients are always looking for new solutions, and we help evaluate and implement those solutions. Whether that involves new capital going into the captive, restructuring the program, or exploring cell solutions, the goal is to optimize the captive program for the client.” says Bob. “We are seeing this across several lines, including medical stop loss, where organizations are increasingly considering greater captive participation.”
"It's about being flexible and educating clients whatever their needs are,”
Andrew Hupman, Managing Director, SRS Bermuda
“If you're not able to provide clients with a wide comparison set across jurisdictions, you're not able to provide the client with best possible advice, and that's at the center of everything that we do,”
Peter Child, CEO, SRS Europe
The rise of multi-line coverage
Faced with increasingly interrelated risks, multi-line solutions are becoming more popular among corporate insurance buyers. The ability to bundle coverage across numerous lines of business has clear efficiency gains, allowing captive owners to get a greater handle on what their overall exposure and risk management strategy looks like.
“More clients have an interest in those multi-line programs, where they can really pool risk and structure a program on a multi-year basis,” reflects Bob. “This gives them more cost certainty and creates a long-term partnership with the carrier. These programs can address needs that are sometimes difficult to solve through the traditional insurance market alone.”
For example, a company could opt for a multi-line captive program that combines various areas of coverage that work for its unique needs. In the traditional insurance market, these would have been siloed from one another, but combining these can help the captive manager present a consolidated view to the reinsurance market to help secure protection in a more efficient way. Armed with this information, Peter says more informed budget decisions can be made.
“It sounds simple, but it’s a simplification of the concept of risk transfer, embedded within the idea of structured reinsurance, which is more attractive to corporates,” says Peter. “With a multi-year policy, it means you’re not just thinking 12 months ahead which has been the traditional cycle for a policy.
“Suddenly you're into potentially a more profitable and reliable relationship with insurance markets, which is key for CFOs of larger corporates.”
“Across the board, every company needs to have a continuous improvement mindset. If you don't have that, you're going to be left behind,”
Dearbhalie O'Kelly, Compliance Director, SRS Cayman
Conclusion
The days of purchasing ‘off the shelf’ captive solutions are gone. The industry is at an exciting point of growth, but with a perfect storm of risk challenges and regulatory developments to overcome. Such unchartered territory renders by-the-number approaches redundant and captive solutions need to be intelligently crafted, and then guided, for their owners’ unique requirements.
The logic is clear. Risks have evolved in both complexity and nuance, with new approaches required to get the right type and extent of coverage. Captives are being turned to by a growing number of companies – from the biggest, global players to more modest outfits – and this means a wider range of requirements to meet. Corporates are increasingly faced with outsized risk exposures and a need to efficiently manage the financials of these. Service providers are being forced to step up and do more to justify their value and it’s right they go above and beyond for clients at this exciting, if uncertain, time.
A gap is emerging between the service providers suited for this reality, and those resistant to change. At SRS, we offer bespoke assistance for alternative insurance entities, plus objective guidance to blend best-in-class management with expert technical and analytical consulting. To gain independent insights that can truly help elevate your captive ambitions to the next level, get in touch with the team today.
For more information and to get in touch with Strategic Risk Solutions, visit their website: www.strategicrisks.com
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