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Risk Management

Buying or Selling a Business? An Insurance Due Diligence Guide

September 20, 2027 · Stephanie Bozzuto

Buying or Selling a Business? An Insurance Due Diligence Guide

Key Takeaways

  • Insurance due diligence reviews the target's policies, claims history, contracts, and uninsured exposures before a deal closes.
  • Deal structure matters, because a stock purchase generally brings historical liabilities with the business while an asset purchase may leave more of them with the seller.
  • Claims-made policies such as D&O, E&O, and cyber often need run-off or tail coverage so pre-closing acts stay insured.
  • Buyers should have new coverage bound and effective at the moment of closing, including any lender-required policies and certificates.

Insurance due diligence is the process of reviewing a business's policies, claims history, contracts, and uninsured exposures before a purchase or sale closes. It helps buyers price hidden liabilities and helps sellers keep protection for pre-closing acts through tail or run-off coverage, explains Bozzuto Group, a San Diego–based specialty commercial insurance brokerage.

Purchase agreements spend pages on indemnities, escrows, and representations, but many of those promises rely on insurance to pay out. If no one reviews the policies, a buyer can inherit an uninsured claim and a seller can lose coverage the day the deal closes.

How does deal structure affect insurance?

The way a deal is structured shapes which liabilities follow the business. Your attorney determines the legal effect, but the insurance implications generally look like this:

IssueStock or equity purchaseAsset purchase
Historical liabilitiesGenerally stay with the acquired entityMore often remain with the seller, subject to the agreement and applicable law
Existing policiesMay continue, but change-in-control clauses can alter themUsually do not transfer; buyer needs new coverage
Seller's ongoing needSeller's entity is sold with its coverageSeller may need tail or discontinued operations coverage

Even in an asset deal, product liability claims can follow a product line to its new owner in some circumstances. Consult your attorney about successor liability for your transaction.

What should a buyer review?

Current policies

Request copies of every policy and endorsement, not just certificates. Check limits, deductibles, exclusions, named insureds, and whether each policy is occurrence or claims-made. Look for change-in-control provisions, which can end or restrict coverage when ownership changes.

Claims and loss history

Review five years of loss runs across all lines, including open claims, reserves, and any notices of circumstances reported to carriers. Ask about incidents that were never reported. Unreported incidents matter because many claims-made policies exclude matters known before the policy began, and the target may not be able to report them to its current carrier after closing. Compare loss runs with the seller's disclosure schedules, and ask management directly about pending demand letters, regulatory inquiries, and recalls. A pattern of workplace injuries, vehicle accidents, or product complaints points to operational issues you will own after closing.

Contracts

Customer, supplier, and lease agreements often require specific limits, additional insured status, or waivers of subrogation. Confirm the business is in compliance and that you can meet those requirements under your own program.

Uninsured and hard-to-insure exposures

Identify risks the target has not insured, such as cyber, employment practices, pollution, or product liability for regulated goods. For cannabis, hemp, and nutraceutical businesses, verify that the policies match the target's actual operations and licenses, since classification limitations can leave unlisted activities uncovered.

What should a seller arrange?

  1. Tail or run-off for claims-made policies. Directors and officers insurance, errors and omissions, cyber, and employment practices policies are usually claims-made. A run-off policy or extended reporting period keeps pre-closing acts insured after the business changes hands.
  2. Discontinued products or completed operations coverage. If you sold products or performed work before closing, claims can surface years later.
  3. Review indemnity obligations. If you promise to indemnify the buyer for pre-closing losses, make sure insurance can back that promise.
  4. Do not cancel too early. Keep policies in force until closing, and coordinate cancellation dates with the buyer's new coverage.

What is representations and warranties insurance?

Representations and warranties insurance (RWI) is a policy that covers losses from breaches of the seller's representations in a purchase agreement, such as undisclosed liabilities or inaccurate financial statements. It is most common in larger transactions and can reduce the escrow or holdback a seller must leave behind. RWI generally excludes issues known before closing and certain categories of risk, so it supplements traditional coverage rather than replacing it.

What needs to happen at closing?

  • Bind the buyer's new policies effective at the closing date and time, with no gap.
  • Add new entities, subsidiaries, and locations as named insureds.
  • Meet lender requirements, including loss payee, mortgagee, and lender's loss payable endorsements.
  • Issue certificates of insurance to landlords, customers, and lenders.
  • Confirm workers' compensation is in place for every employee from day one. Experience rating may transfer with ownership changes, so ask how your modification factor will be handled.
  • Transfer or replace license and permit bonds required for regulated businesses.

For example, imagine a buyer acquiring a distribution company through an asset purchase. If the seller's auto and property policies end at closing and the buyer's coverage starts the next morning, trucks on the road overnight are uninsured. Precise effective times prevent that kind of gap.

How Bozzuto Group Helps

For buyers, we review the target's policies, loss runs, and key contracts, then summarize the exposures, gaps, and coverage costs you should factor into price and deal terms. We build the post-closing program so it is bound and effective at the moment of closing, including lender endorsements and certificates.

For sellers, we price tail and run-off options for claims-made policies, arrange discontinued operations coverage where needed, and coordinate cancellations with the buyer's broker. We also handle surety bond transfers through Buy a Bond for licensed businesses. Coverage depends on the carrier and policy wording, and we work alongside your attorney and accountant.

Planning a purchase or sale? Call Bozzuto Group at 858-805-1865 or contact our team early in the process.

Frequently Asked Questions

Does business insurance transfer when a business is sold?

It depends on the deal structure and policy terms. In a stock purchase, the acquired entity's policies may continue, though change-in-control clauses can modify or end coverage. In an asset purchase, policies usually do not transfer, so the buyer needs new coverage effective at closing. Review each policy with your broker and attorney before closing.

What is run-off coverage for D&O insurance?

Run-off coverage extends the reporting period on a directors and officers policy after a sale or change in control, so claims about decisions made before closing remain covered. It does not cover acts after the transaction. Purchase agreements often require the seller or buyer to buy run-off coverage, and the length and price depend on the carrier.

What insurance documents should I request when buying a business?

Request complete copies of all current policies and endorsements, five years of loss runs for every line, details of open claims and reported circumstances, certificates and contracts with insurance requirements, workers' compensation experience modification worksheets, and any surety bonds required for licenses. Certificates alone are not enough to judge coverage.

Who is responsible for claims that happened before a business sale?

Responsibility depends on the purchase agreement, the deal structure, and applicable law. In stock purchases, historical liabilities generally stay with the acquired company. In asset purchases, they more often remain with the seller, though some claims can follow the buyer. Indemnities and insurance determine who pays, so consult your attorney about your transaction.

Is representations and warranties insurance worth it?

For larger transactions, representations and warranties insurance can reduce the escrow or holdback a seller leaves behind and give buyers a direct path to recovery for breaches. It generally excludes known issues and certain risk categories, and it costs a meaningful premium. Whether it makes sense depends on deal size, negotiating dynamics, and the risks found in due diligence.

About Bozzuto Group: Bozzuto Group is a San Diego–based specialty commercial insurance brokerage serving businesses in cannabis, hemp, life sciences, nutraceuticals, construction, logistics, hospitality, real estate and other industries in 31 states. Led by CEO Stephanie Bozzuto, MLIS, five-time Producer of the Year and 2021 Business Insurance Break Out Award recipient. Call 858-805-1865 or request a quote.

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