Syndication

D&O insurance: the backstop behind the indemnification

The indemnification promises that the deal will cover the sponsor. That promise is only as good as the deal's bank account. D&O insurance is what funds it when the deal cannot, and it covers exactly the defensible zone of conduct, evaporating precisely where fraud begins.

The indemnification article covered the deal’s promise to cover the sponsor’s legal costs and liabilities. There is a problem with that promise that the indemnification article could only hint at: it is only as good as the deal’s ability to pay. An indemnification from an entity that has run out of money is a worthless IOU, and the deals most likely to generate claims against the sponsor are exactly the deals that have gone bad and may have no money left. Directors and officers insurance, also called management liability insurance, is what fills that gap: it funds the protection the indemnification promises, and it covers the sponsor’s principals directly. Understanding what it covers, and precisely where it stops, completes the picture of the sponsor’s protections.

The indemnification is a promise from the deal. D&O insurance is the money behind the promise, and it runs out at exactly the line where the sponsor’s conduct becomes fraud.

Why insurance backstops the indemnification

Line up the two protections. Indemnification is a contractual promise by the deal entity to cover the sponsor. D&O insurance is a policy, paid for by premiums, under which an insurer covers the sponsor’s principals and the manager entity for claims arising from managing the deal. The crucial difference is the source of the money. Indemnification pays out of the deal’s own assets, so if the deal is insolvent, a common condition when a sponsor is being sued, the indemnification is empty. D&O insurance pays out of the insurer’s pocket regardless of the deal’s finances, so it works precisely in the scenario where the indemnification fails. That is why a well-structured deal carries D&O coverage: it is the funding behind the indemnification, active exactly when the indemnification alone would be worthless.

D&O typically covers the defense costs and, subject to the policy, the settlements or judgments arising from claims that the sponsor’s management was negligent, breached a duty, or otherwise erred, the ordinary run of management-liability claims. For the honest sponsor facing an opportunistic lawsuit, or a genuine mistake that led to a loss, D&O is real and valuable protection, funding the defense the indemnification promised.

Where the coverage stops

Here is where the pattern that runs through this whole section reappears, now in the insurance. D&O policies characteristically exclude fraud and intentional or criminal wrongdoing, typically once it has been established, and may exclude known prior acts and other categories. Bodily injury and property damage are covered by the property and general-liability policies, not D&O, so a sponsor should not assume D&O is a catch-all. The exclusion that matters most is the fraud exclusion, because it means D&O covers the defensible end of the conduct gradient and evaporates at the actionable end.

Recall the liability-gradient article’s central line: honest mistakes and ordinary negligence are protected, fraud and gross misconduct are not. That same line now governs three layers of protection at once. The liability standard in the operating agreement protects the mistake end and not the fraud end. The indemnification covers the mistake end and, as a matter of law and policy, will not cover fraud. And the D&O policy insures the mistake end and excludes fraud. All three protections, the contractual standard, the indemnification, and the insurance, cover the same defensible zone and fail at the same point, because the law will not let a sponsor contract or insure their way out of fraud. A sponsor who defrauds investors finds all three protections gone at once, and a sponsor who made an honest mistake finds all three working together.

The structuring consequence

For the sponsor, D&O insurance is worth carrying because it funds the indemnification the deal promised in exactly the situation, an insolvent or struggling deal, where the indemnification alone is empty, and it protects the principals directly, but it is not a shield against misconduct, since its fraud exclusion tracks the same line as every other protection. For the investor, the presence of D&O coverage is a modest positive, it means an honest sponsor’s defense against opportunistic claims is funded without draining the deal, and it is worth knowing that neither the insurance nor the indemnification will cover a sponsor’s fraud, so the investor’s protection against actual wrongdoing is intact. The indemnification says the deal will cover the sponsor. D&O says the insurer will, when the deal cannot. And both, like the liability standard above them, stop precisely where the sponsor stops being honest.

This is all free.

For anything involving the filing or management of your LLC, I'm your LLC guy.

If you need help with structuring a syndication deal, you don't have to figure out who to call. Start with me. I'll understand what you need, and with my gigantic Rolodex, I can put you in touch with the right specialist for you.

Email Tzvi

Back to the start

Syndication 01 Syndication Raising outside money means running two businesses: the deal, and the business of doing deals. This pillar follows the whole arc, from securities law to the operating agreement to the exit, read from both the sponsor's chair and the passive investor's.