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A twelve-month bar chart of contractor revenue with a tall summer peak and a deep winter trough

“My trailer got stolen. Am I covered?” The honest answer starts with a question back: covered for what? The truck, the trailer and the tools inside them are three different insurance questions, and the policy that pays for one often says nothing about the others. This article covers what thieves take, how to make it harder and make recovery possible, which kind of policy pays for which loss, and what the tax rules do and do not cover. The policies themselves are explained in Contractor Insurance: Liability, Commercial Auto, Tools and Umbrella; this one is about the day something is gone.

What gets stolen

The National Insurance Crime Bureau, a not-for-profit organization dedicated to preventing and combating insurance crime, analyzes reported thefts. Three of its findings matter to a trade business:

  • Pickups are still targets. Vehicle thefts fell 23 percent in 2025 to 659,880, a historic low, yet NICB says one vehicle is still stolen every 48 seconds. The Chevrolet Silverado 1500 was the fourth most stolen model in 2025, with 16,764 thefts, and the Ford F150 the seventh, with 10,102.
  • Parts come off parked vehicles. Insurance claims for stolen catalytic converters rose from 16,660 in 2020 to 64,701 in 2022, NICB reported in 2023. The converters contain platinum, rhodium and palladium, and NICB says metal recyclers often pay $50 to $250 for one.
  • Equipment walks off job sites. The most detailed national equipment figures are older: NICB’s 2014 Equipment Theft Report with the National Equipment Register counted 11,625 equipment theft reports in the National Crime Information Center database that year. Riding mowers and garden tractors made up 43 percent of them, a warning for every lawn crew with a trailer. Only 23 percent of stolen equipment was recovered. The report also notes that equipment spends most of its time on work sites, which usually have lower physical security than an owner’s fenced yard.

Make it harder to take

  • The truck. NICB’s 2026 advice: park in well-lit places, lock the doors, never leave the engine running unattended, take the keys every time, and consider steering wheel locks, alarms, kill switches or an aftermarket GPS tracker such as an AirTag.
  • The machines. The 2014 report suggests disabling equipment when it is not in use, for example by removing relays or battery cables, so it is harder to drive onto a thief’s trailer.
  • The trailer. A coupler lock, a wheel lock and a parking spot where the trailer is blocked in by something heavy all make a quick hitch-and-go harder. A hidden tracker helps here too.
  • The job site. Bring the expensive tools home at night, or lock them in a box chained to something that does not move.

Make it possible to get back

The 2014 report blamed the low recovery rate partly on owners’ “inaccurate or nonexistent” records and on slow discovery and reporting. Its advice: at a minimum, keep accurate lists of equipment with serial numbers and give them to the police, your insurer and the National Equipment Register as soon as you find a theft, and register serial numbers when you buy. For a small shop, that comes down to one afternoon:

  1. Walk the truck, the trailer and the shop with a phone. Photograph every tool worth more than your insurance deductible, with its serial number plate.
  2. Put the make, model, serial number, purchase date and price of each in one spreadsheet, and keep a copy somewhere other than the truck.
  3. Engrave or mark tools with your business name or an ID number, so a recovered saw can be shown to be yours.
  4. Add the trailer’s VIN and plate, and photos of anything that makes it unique.
  5. Update the list when you buy something. Keep the receipts with your business records; How Long to Keep Business Records says for how long.

Which policy pays for what

What was stolenWhere to look for coverage
The truck itselfComprehensive coverage on the auto policy, which pays when a vehicle is stolen. A vehicle owned by the business needs a business auto policy
The trailerAsk your agent whether the trailer is listed on your auto policy, and with what coverage for theft
Tools and equipment in the truck, the trailer or on a job siteA tools and equipment floater, which covers the insured property wherever it is used, or other inland marine coverage for contracting equipment
Materials bought for a job, before they are installedAn installation floater, which covers materials from the time they are loaded onto a truck until they are installed

The Texas Department of Insurance explains that comprehensive coverage “pays if your car is stolen.” Why a business-owned truck needs a business auto policy, and how a tools floater works, are covered in the insurance article. The installation floater is the line that article leaves out: the Insurance Information Institute’s inland marine guide lists construction and contracting equipment among what inland marine coverage can insure, and describes the installation floater for materials on their way to the job.

Two common assumptions do not hold. First, the auto policy is not where tools are covered: in a 2024 survey the Institute reported, 44 percent of people wrongly believed personal items stolen from a car are covered by auto insurance, when it is typically a home or renters policy that covers them. Second, the home policy is a thin backstop for a business: the Institute says a typical homeowners policy provides only $2,500 of coverage for business equipment.

Before you need it, ask your agent two theft questions: is the trailer listed, with theft covered, and are there conditions on theft from an unattended vehicle or an unlocked job site? The questions to ask about the floater itself, from replacement cost to the deductible, are in the insurance article linked above.

When it happens

  1. Report it to the police the same day, with the serial numbers from your list. Slow reporting was one of the reasons the 2014 report gave for poor recovery.
  2. Tell your insurer right away, and send the list, the photos and the police report number.
  3. File the claim even if you expect a small payout. IRS Publication 547 says that if property is covered by insurance and you do not file a claim, you can deduct only the part of the loss the policy does not cover.

The tax rules are not insurance

Publication 547 treats theft as the taking of property illegally under state law, with criminal intent; you do not need to show a conviction. A theft loss of business property that is not reimbursed can be deducted, and only in the year you discover the property was stolen. The amount is limited, though. It starts from the smaller of your adjusted basis in the property and the drop in its fair market value, which after a theft is the whole value, then subtracts any insurance paid or expected. Depreciation deductions you already took reduce your basis, so tools you have depreciated in full leave little or nothing to deduct. If the insurer pays more than your adjusted basis, the difference is a gain, which you may have to report or may be able to postpone. The truck side of depreciation is in Writing Off the Truck.

Here is the arithmetic with made-up figures. Say a plumber bought $6,000 of tools two years ago, has taken depreciation that leaves an adjusted basis of $2,000, and has no floater. The tools are worth about $3,500 used when they are stolen from the van, and replacing them new costs $6,500. The deductible loss is the smaller of the $2,000 basis and the $3,500 drop in value: $2,000. A deduction lowers the tax bill by a fraction of $2,000; it does not buy a new set of tools. Insurance does that.

General information, not legal or tax advice. Rules change and vary by state; check with the agency named above or a professional for your situation.

Sources

  1. U.S. Vehicle Thefts Experience Historic Decline (March 18, 2026), National Insurance Crime Bureau (NICB) (accessed October 22, 2026)
  2. Catalytic Converter Thefts Surge Nationwide, According To New Report (May 10, 2023), National Insurance Crime Bureau (NICB) (accessed October 22, 2026)
  3. 2014 Equipment Theft Report, National Insurance Crime Bureau (NICB) and National Equipment Register (NER) (accessed October 22, 2026)
  4. Artisan Contractors (Insuring Your Business: Small Business Owners' Guide to Insurance), Insurance Information Institute (Triple-I) (accessed October 22, 2026)
  5. Understanding inland marine insurance, Insurance Information Institute (Triple-I) (accessed October 22, 2026)
  6. Insuring your home-based business, Insurance Information Institute (Triple-I) (accessed October 22, 2026)
  7. Survey Reveals Significant Insurance Knowledge Gaps by Consumers (June 19, 2024), Insurance Information Institute (Triple-I) (accessed October 22, 2026)
  8. Auto insurance guide, Texas Department of Insurance (accessed October 22, 2026)
  9. Publication 547 (2025), Casualties, Disasters, and Thefts, Internal Revenue Service (accessed October 22, 2026)

Where this comes from

Written by the team at Tailgate Office, LLC. Every figure comes from the sources listed above, as of the day each was accessed; prices and rules change without warning. Nothing here is legal, tax or financial advice.

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