Commercial Roofing

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Reliable Roofing Solutions for Southwest Florida Businesses

At Black Flag Roofing, we understand a strong, well-maintained roof is one of the most important investments a business can make. Whether you own a retail space, office building, warehouse, or a multi-unit commercial property - your roof protects your livelihood.

From flat roofing systems to reinforce waterproofing, we specialize in installing and maintaining commercial roofs that deliver long-term value, efficient energy savings, and maximum storm resistance. Every project is handled in a timely manner so as to not disrupt your business and witha personal level of service that sets us apart.

We proudly serve businesses in Lee County, Collier County, and across Southwest Florida, offering expert craftsmanship backed by years of local experience.

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Custom Roofing Solutions for Every Commercial Property

Every business has unique roofing needs. Whether you’re looking for a cost-effective, low-maintenance solution for a flat roof or a multi-layered system built for high-traffic durability, our team will guide you to the best option.

  • Single-ply membrane roofing is a flexible, energy-efficient solution for flat and low-slope commercial roofs. Known for its durability and UV resistance, this roofing system helps reduce energy costs while providing long-term protection.
  • Modified bitumen offers enhanced strength and weather resistance, making it ideal for properties that need extra durability. This multi-layer system is designed to withstand extreme conditions, ensuring a longer lifespan and minimal maintenance.
  • BUR (Built-Up Roofing) is a traditional, time-tested roofing solution that delivers exceptional protection. With multiple layers of asphalt and reinforcing materials, it’s known for its durability, insulation properties, and resistance to water infiltration.
  • Waterproofing and coatings add an extra layer of defense, preventing leaks, reducing heat absorption, and extending the life of your roof. These solutions are especially beneficial for businesses looking to reinforce existing roofing systems without a full replacement.

If you're unsure which roofing system is right for your property, our team will conduct a thorough assessment and provide expert recommendations tailored to your business’s needs.

Expert Installation and Maintenance

Commercial roofing projects require precision, high-quality materials, and expert installation. Our team works efficiently to ensure minimal disruption to your daily operations while delivering a roof that meets Florida’s strict building codes.

We use industry-leading materials and advanced techniques to ensure long-lasting performance. From the initial consultation to the final inspection, every step of the process is handled with attention to detail and a commitment to excellence.

Routine maintenance is just as important as installation. A proactive maintenance plan can help prevent costly repairs, extend the life of your roof, and ensure your business stays protected year-round. Our services include regular inspections, leak detection, and preventive repairs to address small issues before they become major problems.

Protect Your Business with a High-Performance Roof.
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Storm-Ready Roofing for Florida’s Climate

Southwest Florida businesses face unique roofing challenges, from hurricane-force winds to heavy rains and relentless heat. A commercial roof must be built to handle these conditions while maintaining energy efficiency and structural integrity.

Our roofing systems are designed with Florida’s climate in mind, ensuring maximum wind resistance, superior drainage, and long-term durability. If your property has suffered storm damage, we provide emergency repairs, temporary tarping, and full roof replacements to restore your building’s protection as quickly as possible.

Need Emergency Roofing Services?
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Why Businesses Choose Black Flag Roofing

As a locally owned and operated company, we understand the specific challenges of roofing in Southwest Florida. Owners Chris Little and Spenser Pollard are personally involved in every project, ensuring that every job meets our high standards.

Our team is committed to providing hands-on, white-glove service, meaning you’ll always have direct access to the people managing your project. No corporate red tape—just responsive, knowledgeable professionals dedicated to getting the job done right.

The Process:
From Consultation to Completion

Every commercial roofing project begins with a detailed consultation where we assess your property, discuss your roofing needs, and develop a plan that aligns with your budget and long-term goals.

We provide a clear, upfront estimate with no hidden costs, so you know exactly what to expect. Once work begins, our team follows a streamlined process to complete your project efficiently while maintaining high-quality standards.

After installation, we conduct a final inspection to ensure everything meets specifications. We also offer ongoing maintenance services to help extend the life of your roof and prevent costly repairs down the line.

Start Your Commercial Roofing Project Today.
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What Our
Customers Say

When it comes to roofing, there is no one I trust to take care of my clients more than Spenser at Black Flag Roofing. His professionalism, integrity, and commitment to quality are second to none. In an industry where trust and reliability are everything, Spenser stands out as someone who truly delivers on his word. He approaches every project with transparency and clear communication. We never feel like we are getting ripped off or taken advantage of and his pricing is always competitive. Living in South Florida, a dependable roof is crucial — with Black Flag, we have complete confidence that our clients are in the best hands. If you’re looking for a roofing company you can truly trust, Spenser and his team should be your first and only call. 

-Anthony Caraballo

Broker Associate at The McCumber Group

Working with Spenser and Chris at Black Flag Roofing was a breath of fresh air. From the beginning, it was clear that this wasn’t just about selling a roof—it was about building trust and doing right by their clients. These two genuinely care more about the people they serve than the paycheck, and that kind of integrity is rare in this industry. I had the pleasure of seeing firsthand how committed they are to quality, transparency, and true professionalism. There’s no doubt in my mind that Black Flag Roofing is going to thrive—because when you put the customer first, success always follows. 

-Tyler Yehl

I had a new roof put on my house in 2023. My experience with Spencer Pollard from first meeting him and throughout the entire process was nothing but professional. His character is a reflection of his success in the roofing business. He is genuine, polite, kind, trustworthy, thorough, knowledgeable and an all around great person. To this day he continues to be available to me if anything should arise. I would hands down highly recommend Spencer if you are looking for a new roof. You will not regret the decision. 

-Kathy Polk

I worked with Chris Little and Black Flag on several projects already. I was very impressed with both their ability to work out claims with insurance companies, as well as roofing skills. The entire process was very detail oriented, from the initial staging of the equipment needed to replace the roofs,  to keeping the owners informed with the progress with weekly updates to us as management. I also use Black Flag for our yearly maintenance needed on many associations. Its nice to finally work with a company that has someone that answers the phones and gets leaks, maintenance and replacements done in a timely manner. We really appreciate what they did for our company in making replacement of roofs as simple as it can possibly be. Thanks Chris!!  

-Paul Farese
President of Cambridge Management

I had the pleasure of working with Chris, and I can confidently say that he's incredibly professional and efficient. He went above and beyond to help one of my clients resolve an issue with their roof, showing a level of care and commitment that truly sets him apart. Chris is not only highly skilled in his field but also down-to-earth and genuine in his approach. He’s the kind of person who is always willing to go the extra mile to help others, no matter the situation. His honesty and work ethic speak for themselves, and I trust him completely. I highly recommend his services to anyone, as I know the quality of work his company delivers is top-notch and dependable. 

-Corey Small
The Local Insurance Finders

Frequently Asked Questions

How long does it take to install a commercial roof?
Do you offer warranties on commercial roofing?
Can you work around my business hours?
What is the best roofing material for commercial buildings in Florida?
Still have questions? Contact us today for expert guidance.
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Let’s Get Started on Your Commercial Roofing Project

Whether you need a brand-new installation, a roof replacement, or ongoing maintenance, Black Flag Roofing is here to provide the highest level of service and quality. We deliver expert solutions designed for Florida’s climate, ensuring your business stays protected and your investment lasts for years to come.

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