Your Local Florida Roofing Company Built by Locals. For Our Communities.

From everyday repairs to complete replacements and long-term roof maintenance, Black Flag Roofing protects homes and businesses throughout Lee and Collier Counties. We’re owner-led from start to finish, so the person earning your trust is the same person accountable for the work.

Or call (239) 449-3387. Roof leaking now? We answer 24/7.

18 YearS

Of Florida roofing experience

LICENSE NO.

Florida Roofing License No. CCC1336484

24/7

Emergency roofing

FREE

Free roof inspections

Enhancify

Financing through Enhancify

Roofing Built on Service, From People You'll Actually Meet

Black Flag Roofing is an owner-led roofing company in Southwest Florida, based in Naples and serving homeowners, businesses and HOAs across Lee and Collier Counties. We handle roof repair and replacement, storm damage, commercial roof systems and ongoing maintenance.



What makes us different is simple. You work directly with our owners, we take the time to explain what we see, and we'll recommend a repair when a repair is all your roof needs. We're locals serving locals, and we plan to be here long after the next storm season..

Roofing Services for Southwest Florida Homes, Businesses and HOAs

Whether it's one cracked tile or a full commercial reroof, we cover residential and commercial roofing from inspection to installation.

Suburban house with open garage, driveway, parked car, and green lawn under a blue sky

Roof repair, roof replacement and storm damage repair for tile, metal and shingle homes, plus free inspections and gutter services. We take on small repairs as seriously as full replacements.




Suburban house with open garage, driveway, parked car, and green lawn under a blue sky

TPO, PVC, flat roofing, roof coatings and commercial roof repair for building owners, property managers and HOA and condo communities, with owner-level contact from start to finish.




Suburban house with open garage, driveway, parked car, and green lawn under a blue sky

Tiered plans that put regular inspections on the calendar for homes, commercial buildings and HOAs, so small problems get caught early. See our roof maintenance plans.

Suburban house with open garage, driveway, parked car, and green lawn under a blue sky

Algae and black streak removal for tile, shingle, metal and commercial roofs, done by roofers who know what each material can handle. Learn about roof cleaning.





Suburban house with open garage, driveway, parked car, and green lawn under a blue sky

When storm damage involves your insurance company, we inspect, document and estimate the roofing work while you stay in charge of your claim. Read how our insurance claims assistance works.

Suburban house with open garage, driveway, parked car, and green lawn under a blue sky

Roof financing through Enhancify, with a quick online application so you can review your options before deciding. Explore financing options.





24/7 Emergency Roof Repair When Storms Won't Wait

A roof leak doesn't care what time it is. Our emergency roof repair service is available 24/7 across Southwest Florida through our main number, (239) 449-3387. We'll help stop the water, stabilize your roof and walk you through the permanent fix once things are safe.

Lawn sign for a home service company on a green front yard, with a house and trees in the background

Why Neighbors Across Lee and Collier Choose Black Flag Roofing

Plenty of companies can put on a roof. Here's what you get when you work with us.

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Our co-owners, Chris Little and Spenser Pollard, work directly with you on every project.

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Small repairs are welcome, and we'll recommend one when it's the right answer.

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Roof inspections are free, with findings explained in plain language.

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We're a licensed Florida roofing contractor with 18 years of combined experience.

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Our 24/7 emergency line is the same number you call for everything else.

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We've completed large-scale residential, commercial and historical and govt roofing projects.

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Real Reviews From the Neighbors We've Roofed For

We'd rather you hear it from the homeowners and property owners we've worked with. These reviews come straight from Google, so you're reading them exactly as they were written.

Allison M.

Billy G.

Patrick S.

Serenity P.

Jerry R.

Taylor G.

Ryan H.

Ursula B.

Paula D.

Circe T.

Brianna L.

Nathan H.

Mehdi

Andrea M.

Derek L.

Nives D.

Damaris S.

George D.

M X.

Jj5 F.

Milisse V.

Jaden V.

Franco V.

Pamela P.

MacKenzie C.

Brice

Kelsey H.

Michael D.

Kathryn M.

Anthony K.

Megan R.

Gina N.

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Two Local Owners Who Stay on Your Project

Black Flag Roofing is owned and run by co-founders Chris Little and Spenser Pollard. Our mission is to protect and strengthen our Southwest Florida community with roofs you can count on.



Chris coaches youth football in Naples, and Spenser volunteers at community events in Bonita Springs. After 9 years of roofing in Florida, we've built our company around what we'd want as homeowners ourselves: direct access to the people in charge, honest recommendations, and a crew that treats your property with care.

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Roofing Across Lee, Collier and Florida's Gulf Coast

We're based in Naples and focus on Lee County and Collier County. That includes homes and businesses in Naples, Marco Island, Ave Maria, Fort Myers, Cape Coral, Estero and Bonita Springs, and communities farther up the coast in Port Charlotte, Venice and Sarasota. Our broader service area reaches from Tampa and St. Petersburg down through Southwest Florida and across Alligator Alley to Fort Lauderdale and the Miami area.

Answers to Common Questions About Black Flag Roofing

  • What areas does Black Flag Roofing serve?

    We serve Southwest Florida, with our main focus on Lee and Collier Counties, including Naples, Fort Myers, Cape Coral, Estero, Bonita Springs, Marco Island and Ave Maria. We also work in Port Charlotte, Venice and Sarasota. Our broader service area extends from Tampa and St. Petersburg to Fort Lauderdale and Miami.

  • Is there a roofer in Naples that's open 24/7?

    Yes. Black Flag Roofing is based in Naples and offers 24/7 emergency roofing at (239) 449-3387. Our office hours are Monday through Saturday, 8:00 AM to 6:00 PM, and we're closed Sunday except for emergencies.

  • Are your roof inspections free?

    Yes. We offer free roof inspections for homeowners and property owners across our service area. We'll explain what we find in plain language and recommend only what your roof needs.

  • Do you work on both homes and commercial buildings?

    Yes. We handle residential roofing for tile, metal and shingle homes, and commercial roofing including TPO, PVC, flat roofs, coatings and HOA and condo projects. Every project, residential or commercial, has an owner directly involved.

  • Is Black Flag Roofing licensed in Florida?

    Yes. We're a licensed Florida roofing contractor, License #[License Number]. You can verify our license with the Florida Department of Business and Professional Regulation.

  • Do you offer financing for a new roof?

    Yes. We offer roof financing through Enhancify, with a quick online application. Financing is subject to lender approval, and you can review your options before you commit.

Let's Take a Look at Your Roof

Whether it's a small leak, a storm-damaged roof or a building that needs a long-term plan, the first step is the same: a free inspection and an honest conversation with one of our owners. Call us or request an estimate online, and we'll take it from there.