Gutter Cowboy

contact for price

Select a service

Zip code

Square footage of building

Gutter guards

Building height

Sorry this pro can’t do your job, but we know other pros who can.

Check them out

Introduction: Since 2017 Gutter Cowboy (HIC License #194359) has cleaned, repaired and installed hundreds of gutters in Massachusetts and Rhode Island. Our customers enjoy the simplicity and ease of working with us—schedule the gutter service and we do the rest, keeping you informed start to finish. Clogged or damaged gutters can cause a lot of problems to your home and/or business. Preventing and repairing those problems is a job for the pros. Dare to compare. Our cleaning process is unique because we don't blast leaves out of your gutters with high pressure water and leave a mess for you to clean up. We hand remove all debris in gutters and downspouts and during the cleaning, we will at no additional charge look for problem areas in and around your gutter system and inform you of their condition. We also flush all of your downspouts to make sure there are no obstructions and water is flowing freely. At the end of the job, we bag the debris and take it off site. We also offer seamless gutter installation, rain barrel installation, gutter edge and more! We are a Massachusetts licensed contractor and carry general liability insurance coverage for up to $2 million dollars. If you are looking for a local highly rated pro with hundreds of happy customers, what are you waiting for? Don’t risk a fall, give Gutter Cowboy a call!

Overview

Hired 73 times

Background checked

License verified

2 employees

7 years in business

Payment methods

This pro accepts payments via Cash, Check, Credit card, PayPal, and Venmo.

Social media

Facebook, Instagram, Twitter

Top Pro status

Top Pros are among the highest-rated, most popular professionals on Thumbtack.

2021

2020

2019

Featured Projects

22 photos

Gutter Cleaning and Repair
Gutter Repair
Gutter Cleaning and Repair
Gutter Repair

Specialties

Building height

Reviews

Customers rated this pro highly for responsiveness, professionalism, and work quality.

Exceptional 5.0

55 reviews

5

98%

4

2%

3

0%

2

0%

1

0%

Read reviews that mention:

Danny H.

Jul 30, 2019

·

Hired on Thumbtack

Great working with Jason from Gutter Cowboy. I will have him clean inspect and make any needed repairs 2 times a year from here on. I highly recommend Gutter Cowboy for all your gutter maintenance needs.

Details: Two-story building • 1,000 - 2,000 sq ft • Every 3-6 months

Gutter Cowboy's reply

Hi Danny, thank you for the kind review. What a beautiful and scenic home you have, our pleasure to help maintain it. Call us anytime. GC

Gutter Cleaning and Maintenance

Patricia S.

May 7, 2020

·

Hired on Thumbtack

Gutters are clean and fixed where necessary. Responsive to my needs .... Timely and helpful..... now I know who to hire next year....

Details: Two-story building • 1,000 - 2,000 sq ft • Just once

Gutter Cowboy's reply

Hi Patricia, it was great meeting you and it was a pleasure to work on your historic and beautiful home. Call us anytime for your gutter maintenance needs. GC

Gutter Cleaning and Maintenance

Alex S.

Apr 29, 2020

·

Hired on Thumbtack

The Gutter Cowboy did a very thorough job on our gutters and took all the debris with him leaving no mess behind! He also extended some downspouts that needed it, without a large extra cost! Highly recommend!

Details: Two-story building • 1,000 - 2,000 sq ft • Just once

Gutter Cowboy's reply

Thank you Alex! It was a pleasure to meet you both and work on your beautiful home. Call us anytime for your gutter cleaning and repair needs.

Gutter Cleaning and Maintenance

Craig J.

Apr 19, 2020

·

Hired on Thumbtack

Hired Gutter Cowboy to do a routine gutter cleaning. He ended up also helping out and installing some drip edge as well. Will recommend to others and hire again myself.

Details: Two-story building • 2,000 - 3,000 sq ft • Just once

Gutter Cowboy's reply

Thank you Craig! It was a pleasure to work on your beautiful home. Call us anytime for your gutter cleaning and repair needs.

Gutter Cleaning and Maintenance

Ashley V.

Mar 17, 2020

·

Hired on Thumbtack

I had a great experience working with Jason! He was very nice and professional and did an excellent job on my gutters! I will definitely be doing business with him in the future and would highly recommend this company to anyone/everyone.

Details: Two-story building • 2,000 - 3,000 sq ft • Every 3-6 months

Gutter Cowboy's reply

Hi Ashley, it was great meeting you. Thank you for hiring us and allowing us to keep your gutters working and in tip top shape. We appreciate the review, call anytime. All the best GC

Gutter Cleaning and Maintenance

Credentials

License

License Type: Home Improvement Contractor (MA)

License verified on 1/7/2023

Background Check

Jason Aleman

FAQs

What should the customer know about your pricing (e.g., discounts, fees)?
Gutter cleaning and repair starting as low as $99. Call or email us today for a free quote. We are happy to offer many different types of discounts as well as worry-free service plans to our loyal customers.
What is your typical process for working with a new customer?
We take the time to listen to our customers needs and work together to find a solution at a convenient time and competitive rate.
What education and/or training do you have that relates to your work?
2+ years experience. Massachusetts registered home improvement contractor and we carry a 2 Million general liability insurance policy.