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Best Insurance for Roofing Contractors in 2026

Roofing is the trade most insurers run from. These are the 8 companies that actually want your business, and how to pick between them.

VendorRack
The VendorRack Team
Updated July 16, 2026 · 8 min read

If you run a roofing company, you already know the drill. You call for a quote, the nice person asks what trade you're in, you say roofing, and the line goes quiet. Half the insurance market won't touch roofers. This guide is about the half that will.

Quick Answer
The short list for roofing companies
  • Best carrier if it writes your state: Acuity, an agent-sold construction specialist with top marks from contractors
  • Been declined or want it fast: ContractorNerd, a contractor-only brokerage covering all 50 states online
  • Your trucks: Progressive Commercial, the largest commercial auto insurer in the country
  • Workers' comp for a small crew: Pie Insurance, quoted online in minutes
  • Builders risk and bonds: US Assure for builders risk, SuretyBonds.com for license and permit bonds

Carrier appetite changes by state. Compare all 14 insurance vendors on VendorRack, free to browse.

How this guide works: every company here already earned its spot in the VendorRack directory, which lists 197 researched, reputation-checked vendors across 14 categories. Nobody paid to be ranked in this guide, and nobody can. We only quote pricing a vendor publishes, we name the tradeoffs out loud, and we label Featured vendors when they appear. VendorRack is built alongside the Contractor Coalition, a community of 13,900+ residential contractors.

Why Roofers Get Told No

Insurance companies price risk, and roofing carries the risk they hate most: heights. Falls drive both the workers' comp math and the liability math, so a lot of carriers simply exclude the trade. Plenty of the slick online insurers that quote a handyman in five minutes will decline a roofer at the first question. Hiscox, for example, is a fine company for light trades and says so, but it declines most high-hazard work like roofing.

That's not a reason to get discouraged. It's a reason to stop calling generalists. The companies below either specialize in construction, run programs built for high-hazard trades, or broker specifically for contractors who keep hearing no.

The 8 Companies Worth Calling

These are listed in the order most roofing companies should work the phones. Your state, claims history, and mix of work will move names up or down.

01

A mutual carrier out of Wisconsin that treats construction as its home turf. Acuity bundles general liability, workers' comp, commercial auto, and tools coverage, sold through independent agents who quote it alongside other carriers.

Where It Shines

  • AM Best A+ rating held for 24 straight years as of 2026
  • Construction-savvy underwriting and claims, so a roofing claim isn't a mystery to them
  • One carrier for the whole stack: GL, comp, auto, tools, umbrella

The Catch

  • Writes in roughly 32 states, with thin coverage in the Northeast
  • Agent-sold only, so there's no instant online quote

Best For

Roofing companies that want one construction-specialist carrier for everything and can work through an independent agent.

See the Full Listing
02

A digital insurance brokerage built only for contractors. It quotes GL, workers' comp, bonds, and builders risk from more than 20 contractor-specialist markets, including the ones that actually want hard-to-place trades like roofing.

Where It Shines

  • 100% contractor-focused, which is rare among brokerages
  • Markets for high-hazard trades other shops decline: roofers, painters, pool builders
  • Online process across all 50 states

The Catch

  • Young company, founded around 2023, so the track record is short
  • A brokerage, not a carrier: your policy lands with one of its partner markets

Best For

Roofers who've been declined elsewhere, or anyone who wants specialist quotes without agent meetings.

See the Full Listing
03

America's largest commercial auto insurer. For a roofing company, this is the truck coverage: pickups, dump trailers, box trucks, and the drivers in them, with contractor GL and BOP available too.

Where It Shines

  • The biggest name in commercial auto, with pricing to match the scale
  • Quote online or through an agent, your choice
  • Programs written for GCs, roofers, painters, and remodelers

The Catch

  • GL and BOP policies often come through partner carriers rather than Progressive itself, so read whose paper you're on

Best For

Covering the trucks. Many roofers pair Progressive auto with a construction carrier for GL and comp.

See the Full Listing
04

One of the biggest names in small business insurance, with a long-running construction book. GL, workers' comp, and commercial auto from a carrier your bank and your GC have both heard of.

Where It Shines

  • Full contractor stack from a single major carrier
  • Name recognition that makes certificate requests painless
  • Decades of construction claims experience

The Catch

  • Big-carrier process: expect underwriting questions and agent involvement for roofing risks
  • High-hazard trades get priced accordingly

Best For

Established roofing companies that want a household-name carrier behind their certificates.

See the Full Listing
05

Berkshire Hathaway's direct-to-business insurer. You buy online, skip the agent, and the savings from cutting out the middle layer show up in the premium. Workers' comp, GL, commercial auto, and umbrella.

Where It Shines

  • Direct pricing backed by Berkshire Hathaway's balance sheet
  • Workers' comp is the standout line for small crews
  • Quote and manage everything online

The Catch

  • Direct means you're your own agent: nobody shops the market for you or fights the renewal
  • Appetite for roofing varies by state and operation, so be accurate on the application

Best For

Small roofing operations comfortable buying direct who want comp and GL without agent overhead.

See the Full Listing
06

A digital-first workers' comp specialist priced for small businesses. Quotes come back online in minutes, and the whole product is aimed at crews the big carriers treat as an afterthought.

Where It Shines

  • Workers' comp quoted online in minutes, built for small crews
  • Small-business pricing in 30+ states
  • AM Best A- rating, reaffirmed after its 2024 review

The Catch

  • Coverage is comp-first, so you'll still need GL and auto elsewhere
  • Some policyholders report friction with the premium audit process, so keep clean payroll records

Best For

Small roofing crews that want workers' comp handled fast without a phone tree.

See the Full Listing
07

The administrator of the builders risk program insured by Zurich, which is the default builders risk answer in residential construction. It covers the structure and materials while a build or major remodel is in progress.

Where It Shines

  • The best-known builders risk program in the country, family-run since 1977
  • Covers new construction, remodels, and installation work
  • Agents everywhere know it and can bind it quickly

The Catch

  • Sold mainly through agents, not direct
  • It's a single-carrier program, so there's no comparison shopping inside it

Best For

Roofers doing new construction or large remodel projects where builders risk is on you or in the contract.

See the Full Listing
08

An online surety bond agency covering contractor license, permit, bid, and performance bonds in all 50 states, often issued the same day you apply.

Where It Shines

  • License and permit bonds online, frequently same-day
  • All 50 states, 15+ years in business, strong customer ratings
  • No agent required for routine bonds

The Catch

  • Bonds only. This is a companion to your insurance, not a replacement for any of it

Best For

Knocking out the license or permit bond your state or city requires without slowing the job down.

See the Full Listing

Side by Side

CompanyBest AtHow You BuyWhere It Writes
AcuityThe whole stack from one construction carrierIndependent agentAbout 32 states
ContractorNerdHard-to-place roofing risksOnline, contractor-only brokerageAll 50 states
Progressive CommercialCommercial autoOnline or agentNationwide
The HartfordMajor-carrier GL, comp, and autoAgent or online quoteNationwide
biBerkDirect-priced workers' comp and GLDirect onlineMost states
Pie InsuranceSmall-crew workers' compOnline in minutes30+ states
US AssureBuilders riskThrough your agentNationwide
SuretyBonds.comLicense and permit bondsOnline, often same dayAll 50 states

How to Decide

Get at least three quotes, and make sure the list includes one construction-focused carrier (Acuity, The Hartford, or Nationwide through your agent) and one contractor-only shop like ContractorNerd. Generalist quotes tell you nothing about what specialist pricing looks like.

Then read the exclusions before you sign, not after the claim. Three to check on any roofing GL policy:

One more honest note: cheap and roofing insurance rarely belong in the same sentence. The win isn't the lowest premium, it's a carrier that actually pays and knows the trade when the claim comes.

Compare every insurance option in one place

Browse the Insurance category on VendorRack to see all 14 vendors side by side, free.

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Frequently Asked Questions

Quick answers to what roofers ask most about insurance.

The core four: general liability, workers' comp, commercial auto, and inland marine coverage for tools and equipment. Add builders risk when a contract puts the structure on you during construction, license or permit bonds where your state requires them, and an umbrella policy as your contracts get bigger.
Height. Falls are among the most expensive claims in construction, and they drive both workers' comp and liability losses, so many carriers exclude roofing entirely. Online insurers built for light trades, like Hiscox, decline most roofing work by design. The fix is to shop construction specialists and contractor-only brokerages instead of generalists.
Three things: height or story limits on covered work, how the policy treats open-roof water intrusion claims since rain through a torn-off roof is the classic roofing claim, and subcontractor requirements. If your subs must carry their own coverage for yours to apply, collect their certificates before they step on a job.
Pie Insurance if you want it quoted online in minutes, biBerk if you like direct Berkshire-backed pricing, or Acuity through an independent agent if it writes your state. All three are listed on VendorRack, so you can compare them from one place.
Only when a contract makes the structure your problem during construction, which mostly means new builds and major remodels. On a straight reroof, the homeowner's policy typically covers the dwelling. When you do need it, the US Assure program insured by Zurich is the one most agents reach for.
Thimble sells general liability by the hour, day, or month with a certificate of insurance delivered instantly. It's not a fit for complex operations, but for a quick COI on a short job it's hard to beat. You'll find Thimble listed in the Insurance category on VendorRack.
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