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The 5 Biggest Mistakes Homeowners Make on Insurance Claims

From signing too early to missing supplement windows, these are the errors that cost Florida families thousands. Here is how to avoid every one.

May 15, 20266 min read

We have walked customers through hundreds of insurance claims in the Tampa Bay area over the last decade. The same five mistakes show up over and over. Each one is preventable. Some are recoverable if caught in time; others are not.

Mistake 1: Signing an Assignment of Benefits before you understand what it does

After a storm, contractors will knock on your door and offer to "handle everything with your insurance." Some are legitimate. Some hand you a piece of paper called an Assignment of Benefits (AOB) and the moment you sign, you have legally transferred your claim rights to them. The contractor now negotiates with your insurance company, the contractor receives the check, and your leverage to argue with either party is gone.

There are legitimate uses for AOBs. There is also a long history of AOB abuse in Florida that prompted the state to tighten the rules. The safest rule: never sign an AOB at your front door. If a reputable contractor wants one, they can explain it to you in writing and give you a week to think about it.

Mistake 2: Letting the carrier's adjuster inspect alone

The adjuster is paid by the insurance company. They are usually trying to be fair, but they have a stack of claims to get through and a strong incentive to settle quickly. If they miss damage that is hard to see (interior moisture, hidden flashing failure, a small section of compromised decking), it becomes much harder to claim later.

What works: have your contractor present at the adjuster meeting. We do this as a standard part of every storm damage job. Two sets of eyes, one set of which knows roofs in detail, produces a much more accurate damage assessment.

Mistake 3: Not filing a supplemental claim when new damage shows up

Florida policies give you 18 months to file a supplemental claim for damage discovered after the initial claim closes. Homeowners constantly forget this exists. They find a new leak in November after a settled August claim and assume they have to start over (or worse, eat the cost).

If new damage is discovered and it is plausibly tied to the original storm, file a supplement. Document the new finding with photos, dates, and a contractor inspection. The carrier may push back; that is what the 18-month window is for.

Mistake 4: Cashing the check before the work is done

The first check from your insurance carrier is typically the Actual Cash Value (ACV) payment, which is the depreciated value of the damaged materials. The rest, called the recoverable depreciation, is released only after the work is completed and documented.

Cashing the ACV check and pocketing it without doing the repair is technically legal, but it eliminates your ability to collect the recoverable depreciation. You also create an open claim record that affects future policy underwriting.

A licensed contractor can structure the payment correctly so you receive both halves and the work gets done.

Mistake 5: Choosing the cheapest bid without checking the scope

After a storm, you might get three quotes that all sound like "roof replacement." When you read carefully, the scope can vary by tens of thousands of dollars: which shingles, what underlayment, how much decking is included, whether code upgrades are factored in, whether the permit is in the price.

The lowest number often reflects the smallest scope, not the best value. Compare quotes line by line. Insist on itemized estimates. Ask each contractor to explain what is included and what is extra.

What helps

The single biggest lever you have on the outcome of an insurance claim is documentation. Photos before, photos after, dated written estimates, copies of every email and text exchange with the carrier and the contractor. We keep a full project file for every customer for this reason. If you ever need to escalate a dispute, that file is your evidence.

Read our deeper guides on wind mitigation inspections and what to do in the first 48 hours after a hurricane for the timing details.

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