BOSS ROOFING - SIDING EXPERTS INC logo
Approved Pro
Approved Pro

BOSS ROOFING - SIDING EXPERTS INC

4.8(
27
)
Asphalt Shingle Roofing Installation and Replacement, Vinyl Siding Install or Completely Replace, Asphalt Shingle Roofing Repair,

About us

At Boss Roofing ‑ Siding Experts, protecting homes and properties is what we do best — and we’ve been perfecting it for over 20 years. We specialize in roofing and siding, delivering top-quality materials and expert installation on every project, backed by decades of experience and a commitment to craftsmanship. We’re proud to be the only GAF Master Elite Contractor in the area, which means we offer exclusive warranties and proven, manufacturer-trained installation. Our team stands out for: ⭐ Decades of experience with residential & commercial roofs 🏆 Presidents Club Award winner (only 3 nationwide) 💯 50-year leak-free warranty options 🛠️ Local crews who care about craftsmanship and cleanup ❤️ A commitment to community — donating roofs to veterans & families in need When you hire us, you’re not just getting a roof or siding — you’re getting peace of mind, proven reliability, and a company that stands behind every single project.

Business highlights

Emergency services offered
20 years of experience

Services we offer

Roof Repairs, Roofing , Siding Installation

Amenities

Emergency Services

Yes

Free Estimates

Yes

Warranties

Yes

Accepted Payment Methods

  • CreditCard
Reviews
4.827 Reviews
Write a review
Number of StarsImage of DistributionNumber of Ratings
5
93%
4
4%
3
0%
2
0%
1
4%
Write a review
Showing 1-25 of 27 reviews
Janet B.
Nov 2025
5.0
Google Review
Stuart came out as soon as I called. He worked with me as I looked around for financing options. He gave me the options and comparisomes I asked for. He didn't rush me but gave me the time to research my choices. I will definately share my positive experience with others. Roof looks Amazing l. Team was awesome. Brandon asked if I had questions along the way.
Dennis S.
Nov 2025
5.0
Google Review
From start to finish I felt I had made the right decision to put my trust into Boss Roofing. Everything was explained completely to my satisfaction and the communication was always there. But the part I liked the most—the workmanship was second to none-perfect! Be assured-Boss roofing is the way to go!
Ddny C.
Nov 2025
1.0
Google Review
Already passed 8 days and none of the workers showed up to my house to finish the job. So disappointing!
Nate P.
Nov 2025
5.0
Google Review
Exceeded far beyond my expectations. The work was done within a reasonable amount of time. I am grateful to have an honest, professional, business in my corner.
Steven S.
Nov 2025
5.0
Google Review
New roof and in the process of new gutters. Want to thank Jeremy Walker and his crew for doing a great job! Very professional and courteous. Jeremy Walker is the best!
Roger F.
Mar 2020
4.0
Yes, I recommend this pro
$400
Wasn't extensive, routine repairs. Only time will tell how good it was!
Response from BOSS ROOFING - SIDING EXPERTS INC
"Hi Kay G., If there is any worries or concerns you have please reach out to us on our office phone 239-778-7956. If we repaired something and there is an issue still we would be more than glad to go out and fix it again without a charge for you or if there is something else we could do for you let us know and we can send someone else out. We aim to provide the best of services to our customers and to everyone. Thank you"
William W.
Feb 2020
5.0
Yes, I recommend this pro
Boss Roofing is a quality company that provides excellent work .
Response from BOSS ROOFING - SIDING EXPERTS INC
"Thank you so much William for the kind review. Have a blessed weekend!"
Cheryl B.
Feb 2020
5.0
Yes, I recommend this pro
I had Boss Roofing go to my rental properties outside of Ft Myers to check the tile roofing to see if it might have been damaged from Hurricane Irma. They were quick to check out, access and repair. I would highly recommend them for repairs or replacement.
Response from BOSS ROOFING - SIDING EXPERTS INC
"Thank you so much Cheryl B that is so sweet of you! Have a wonderful weekend"
David R.
Oct 2019
5.0
Yes, I recommend this pro
Very honest in a time when companies are repping or customers especially Seniors
Anita P.
Sep 2019
5.0
Yes, I recommend this pro
$50
Ben came within a hour of me contacting them through Home Advisor. He did the job thoroughly and even took before and after pictures so we could see what the problem was and how he fixed the issue. Highly recommend Boss Roofing and especially Ben Cunningham!
Michael L.
Sep 2019
5.0
Yes, I recommend this pro
Excellent! Hard, neat workers...no complaints what so ever.
Andrew K.
Sep 2019
5.0
Yes, I recommend this pro
I had a great experience in replacing roof tiles on my house. I am completely satisfied and recommend them highly without reservation.
Ron B.
Sep 2019
5.0
Yes, I recommend this pro
Very very responsive; extremely professional. While it was a small repair, Ben came out and fixed it the SAME Day. Awesome service. I highly recommend.
Roger W.
Oct 2018
5.0
Yes, I recommend this pro
They replaced my roof, they did a fantastic job and they're in process of also replacing the siding.
Stacy A.
Oct 2018
5.0
Yes, I recommend this pro
John T.
Oct 2018
5.0
Yes, I recommend this pro
.
Matt Y.
Oct 2018
5.0
Yes, I recommend this pro
I happy with their work.
Seantea K.
Oct 2018
5.0
Yes, I recommend this pro
The workers were very communicative. The work was great. It was an all around great experience.
Jeremy U.
Oct 2018
5.0
Yes, I recommend this pro
They were very professional and got the job done quickly. I was pleased with their work.
Sheila S.
Oct 2018
5.0
Yes, I recommend this pro
The installed a new roof. They were very clean, there wasn't any nails or garbage left in our yard. They were all very polite, not one bad experience.
Jamie S.
Oct 2018
5.0
Yes, I recommend this pro
Very clean and professional and did a great job.
Scott H.
Oct 2018
5.0
Yes, I recommend this pro
They did a great job in a timely manner.
Brandon P.
Oct 2018
5.0
Yes, I recommend this pro
They were quick and clean, the job looks great.
Kerri M.
Oct 2018
5.0
Yes, I recommend this pro
Highly recommend
Brock S.
Oct 2018
5.0
Yes, I recommend this pro
They were very professional and all the employees were very polite. Their clean up after the project was done was perfect.
Showing 1-25 of 27

Licensing

Insured
Licensed*

Trade License Number

104015191

Trade License Locale

IL

Trade License Expiration

12/31/2027

State Contractor License Requirements

All statements concerning insurance, licenses, and bonds are informational only, and are self-reported. Since insurance, licenses and bonds can expire and can be cancelled, homeowners should always check such information for themselves. To find more licensing information for your state, visit our Find Licensing Requirements page.

*Contact business to see additional licenses.

FAQ

BOSS ROOFING - SIDING EXPERTS INC is currently rated 4.8 overall out of 5.

BOSS ROOFING - SIDING EXPERTS INC accepts the following forms of payment: CreditCard

Yes, BOSS ROOFING - SIDING EXPERTS INC offers free project estimates.

No, BOSS ROOFING - SIDING EXPERTS INC does not offer eco-friendly accreditations.

No, BOSS ROOFING - SIDING EXPERTS INC does not offer a senior discount.

Yes, BOSS ROOFING - SIDING EXPERTS INC offers emergency services.

Yes, BOSS ROOFING - SIDING EXPERTS INC offers warranties.