Founder-Friendly Capital8 min readPublished Jun 28, 2026

    Executive Risk & Protection: Our Acquisition Thesis

    By Mike White, 2-Squared Advisory

    Executive protection sounds glamorous. The real economics are much more industrial — recurring corporate contracts, professional procurement, and the operators who can retain trained personnel compound faster than anyone gives them credit for. Here's why executive risk is one of the higher-multiple verticals in our pipeline.

    Why the buyer is different than you think

    Five years ago the buyer of executive protection was often the principal — the CEO, the family, the celebrity. Today, in most Fortune 1000 companies, the buyer is a chief security officer, a general counsel, or a risk manager acting on a documented duty-of-care obligation. The procurement process is more mature, the contracts are more standardized, and the operators who can show up with real reporting and real governance win.

    That professionalization is the reason multiples in this category run meaningfully higher than in comparable service businesses.

    What we look for in a founder-seller

    • A roster of trained, licensed protective personnel with real tenure — not a Rolodex of 1099s.
    • Documented tradecraft, dispatch protocols, and after-action processes.
    • Contracts with corporate clients, not just principals, and clean insurance and licensure history.
    • A founder-operator ready to transition day-to-day oversight to a professional COO while remaining a senior advisor.

    What we install after close

    Executive risk businesses often outrun their back office. Monthly close, revenue recognition on multi-month contracts, licensure and background renewal tracking, and a client-tier scorecard that predicts churn and expansion — none of it is exciting, and all of it is what a professional buyer needs to see in the next transaction. Alongside the back office, we extend the platform into adjacent services — secure logistics, travel risk, protective intelligence — where the customer relationship already justifies the wallet expansion.

    Why this fits our platform

    Executive risk operators tend to be former agency, military, or law enforcement — deeply capable, professionally trained, and often under-served by the traditional M&A market. A permanent-capital owner who understands the operational side and gives the founder a real seat post-close is a genuine alternative to a strategic roll-up. That's the deal we're structured to do.

    Related services

    Frequently asked questions

    Isn't executive protection a specialty rather than an industry?

    The high-end specialty layer is small. Underneath it is a real industry — corporate protective services, secure logistics, event security, and travel risk — with recurring contracts and institutional buyers. That's the layer we're focused on.

    Who is actually the buyer of the service?

    Increasingly, corporate general counsels, chief security officers, and insurance carriers — not the principal themselves. Duty-of-care obligations are driving procurement into professional hands, which is very good news for well-run operators.

    Do you buy pure event security companies?

    Rarely. Event revenue is lumpy and low-margin. We want operators with recurring corporate contracts as the base and event work as opportunistic upside.