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ProSquad Roofing describes itself as a next-generation Vermont roofing family, and its website lists a service area that includes South Burlington, Burlington, Essex, Williston, Colchester and Shelburne. It averages 5 stars from 13 Google ratings and 5.0 from 9 on Thumbtack. A recent customer said Chris and the team started exactly when they said they would, put a new roof on the house within two days and came in on budget. A recent reviewer said Chris Chaffee gave a thorough quote, sent notices of what time the crew would show up, came to the worksite a couple of times each day, and did a final inspection the next day, with the final payment matching the quote. A 2026 customer replacing a roof in Vermont said it was done in a single day and the property was left cleaner than they found it. A 2024 customer with a roof pushing 30 years old said Chris talked them out of an ice shield from gutter to peak, and that a squad of eight removed old shingles, replaced rotted rake boards and finished the ice shielding, flashing, edging and shingling in 4.5 hours. A 2024 landlord said Chris replaced the roof on one of their properties and the tenants are happy.
Chris and the team were knowledgeable, efficient, communicative, and cost effective. They started the job exactly when they said they would, put a new roof on the house within two days, and left the house and surrounding property looking pristine. On top of that, they came in on budget and the roof looks gorgeous. I highly recommend ProSquad Roofing and will be using them for all my roofing needs.
Chris Chaffee at ProSquad Roofing is great to work with, professional and friendly. He took the time to give a thorough and complete quote. Weather cooperated so the project started on the date given. He sent notices what time the crew would show up and they did. The crew works extremely hard and they picked up daily. Chris came to the worksite a couple of times each day. The roof was finished within the time frame quoted and final payment matched the quote. Chris did a final inspection the next day to make sure we were satisfied with the work. We are extremely happy with the roof, Chris and ProSquad Roofing company.
After shopping around for a few months I was referred to Chris through a friend who he had helped. I appreciated his timely response and willingness to help me understand different options. I prefer to work with vendors who help me understand what I’m buying and I felt like that’s exactly what I got with Chris’s team. They also did a great job keeping the job site clean which I’ve heard can be a challenge with other roofing companies. I definitely would recommend this roofing company. Very trustworthy
We got a few quotes for our roof replacement in Vermont and ProSquad stood out right away. Great experience with Chris and the team. Clear communication, fast install, and high-quality work. They replaced our roof in a single day and left the property cleaner than they found it. Chris was involved the whole time and kept us updated. Would recommend to anyone needing a new roof!
My roof was pushing 30, so old that even my insurance company was complaining about it (and surcharging me for it). A friend recommended ProSquad Roofing, so I called for a quote. Chris’s initial inspection showed he was highly knowledgeable, and his estimate was so competitive and the online reviews so good that I signed up straight away. Not only did Chris not try to up-sell me, he actually “down-sold” me: A friend had told me I should install an ice shield all the way from the gutter to the peak, but Chris said that was almost always an unnecessary add-on promoted by unscrupulous roofers to pad their profit margins. Chris was involved in the project from start to finish and kept me apprised the entire time. His squad of eight was amazingly efficient, completing the entire project – removing old shingles, replacing rotted rake boards, ice shielding, flashing, edging, and shingling -- in an incredible 4.5 hours, while leaving my yard pristine and my new roof looking great. I highly and without reservation recommend Chris and his ProSquad team.
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1 change recorded — last scanned Oct 23, 2026.
Typical your area range for this kind of work, from regional averages — not a quote from PROSQUAD ROOFING. Use it to sanity-check bids, then get the real number in writing.
A square is 100 sq ft of roof surface — bigger than the floor plan because of pitch and overhangs.
Estimated range
$9,000 – $18,600
Typical roofing project around $13,800
Ownership
Certified attributes are verified against the public registry. Others are the business's own statement.
Ownership
Certified attributes are verified against the public registry. Others are the business's own statement.
Same-evening reply to a leak call, with a final leak test5.0
Wind damage assessed the same day4.7
New roof finished in a single day4.6
