Trinity Roofing

The name that keeps showing up in Trinity Roofing's reviews isn't the owner's — it's Dhalia Santos, the on-site production manager reviewers credit by name for keeping projects on schedule and leaving a clean site behind. The Leominster, Massachusetts company was founded by Jayson Booth about 17 years ago as a single dad, and his son Julian now works alongside him — a father-and-son shop, by their own account, doing shingle, metal, and flat roofing, plus repair, replacement, skylights, windows, and siding across Central Massachusetts and into southern New Hampshire. The volume backs up the praise: 112 Google ratings average 5 stars, and the same 5.0 shows up again on Thumbtack, Angi, and HomeAdvisor. Ninety-nine reviews stretch back to 2021, and 33 of them landed in just the last six months, none negative. The recurring thread is process — reviewers describe being walked through materials and pricing up front, then watching a crew led by Julian, Juan, or Anthony finish large jobs, including full house-and-garage re-roofs, in a day or two. In a February 2026 review, one homeowner described an 8 p.m. leak, ten calls to "24-hour emergency roofers" that reached only AI bots and answering machines, and then Jayson himself picking up and sending a crew out. One thing worth checking before booking: the company's Massachusetts home improvement contractor registration (HIC #179467, held by Jayson Booth) is registry-verified but currently expired. The Better Business Bureau separately lists a Construction Supervisor License (CSSL-105996) with the state Department of Public Safety — a different license type from the HIC registration — so it's worth asking to see current paperwork for whichever kind of work is being contracted. For a shingle, metal, or flat roof replacement or repair around Leominster and Fitchburg, the review record here is about as clean as they come — just confirm the HIC status directly before signing anything.