Company
About Thomas Roofing
Thomas Roofing is a Thomas Construction company. Thomas Construction was built to be the contractor homeowners can count on, and Thomas Roofing brings that same standard to roof replacement: your price up front, confirmed on site before you sign, and one accountable company through the final cleanup.
Updated October 3, 2026
Thomas Roofing at a glance
- What we do
- Residential roof replacement across Connecticut
- How we do it
- Plan-First Roofing
- Company
- The roof replacement business of Thomas Construction LLC
- Owner
- Zach Thomas Caldwell
- Thomas Construction’s track record
- 15+ years in the tradeHundreds of projects completedVeteran-ownedLicensed and fully insured
- Phone
- (860) 710-5862
Who you’ll be dealing with
The people behind your roof
Thomas Roofing is run by Thomas Construction, a veteran-owned Connecticut contractor. These are the people behind it.
Zach Thomas Caldwell
Owner
A veteran and lifelong builder, Zach founded Thomas Construction and sets the standard for every roof we put on: done correctly, communicated honestly, and finished clean.
Yann Luc Sylvester
Head of Sales & Marketing
Yann answers homeowners’ questions by phone and email and makes sure your price, your options and your next step are clear, so nobody has to come to your house to explain them.
Rather talk to someone first? Call (860) 710-5862
Why Thomas Construction exists
Thomas Construction was founded on a frustration many Connecticut homeowners know well: too many contractors overpromise, communicate poorly and disappear when the work gets hard. Owner Zach Thomas Caldwell set out to build the opposite, a company defined by discipline, accountability and craftsmanship.
More than 15 years of building in Connecticut
In more than 15 years in the trade, Thomas Construction has completed hundreds of projects across Connecticut as a full-service design-build contractor: detached and car-collector garages, barns, post-and-beam buildings, additions, ADUs and outdoor living spaces.
Why we build roofs now
A new roof is a big, unfamiliar purchase, and it’s exactly where that frustration shows up. So Thomas Roofing brings the same standard to it: your price up front on your actual roof, a technician who confirms it before you sign, specialist roofing crews, and one accountable company from the first estimate to the final cleanup.
Thomas Roofing is the roof replacement business of Thomas Construction LLC. Thomas Construction’s own work stays focused on design-build garages, barns, post-and-beam buildings, ADUs and additions. Thomas Roofing does residential roof replacement, with the same owner and the same standard behind both.
Plan-First Roofing
Plan-First Roofing is how Thomas Roofing replaces roofs in Connecticut: before anything comes off your house, you see your roof measured, your options with real price ranges, what could change the price and what each change costs, and the install week you reserve. A technician confirms the plan on site before you sign, and you get a Roof Record of the finished work.
Trust in Thomas
The name on the truck is a name we stand behind. That’s what Trust in Thomas means.
See a price range for your own roof
About 10 minutes, from aerial measurement. No salesperson.