O'Brien Home Services

O'Brien Home Services is a one-owner roofing and exterior contractor at 391 Salisbury St in Holden, working across Holden, Worcester and the surrounding towns (E561468, E561472). It is a sole proprietorship the Better Business Bureau records as started in April 1988 and accredited with an A+ rating since 2012, and the Massachusetts registry confirms an active Home Improvement Contractor registration, 108593, held by Kenneth O'Brien (E561481, E561475, E561512). The owner's presence on site is the thread running through the reviews. Customers describe Ken quoting, scheduling and standing on the roof during the job, then staying afterwards to check the cleanup (E561490, E561495). One reviewer had him re-roof their house fifteen years after he did their family's roof and found the same work; another has hired the company for three separate properties across Massachusetts and New Hampshire (E561493, E561490). The work described is full roof replacement plus the exterior trades around it — skylights, gutters, soffits, rafter tails and siding (E561491, E561035, E561478). Storm work comes up more than once: after a tree fell on one house, the crew tarped it within 24 hours, then repaired broken rafters, replaced the gutters and re-roofed; another reviewer had snow and ice dams cleared within two hours of the first call (E561494, E561496). BuildZoom's permit record backs the volume, showing 142 projects including 2025 Holden strip-and-reroof permits, though its score is permit-derived and not customer sentiment (E561487, E561489). The one thing worth asking about is site cleanliness on a big tear-off. A Reddit commenter who had the company do a roof, rafter tails, soffits and gutters in 2020 said the price was right and the crew fast, but that it took a while to get on the schedule and that they were still finding nails and aluminium gutter shards a year later (E561035). Recent reviewers describe the opposite — a crew that cleans up and an owner who checks it — so this reads as an older experience worth raising rather than a settled pattern (E561490, E561495). They suit a homeowner who wants the person responsible on the roof rather than a salesperson at the door, particularly for a full replacement or urgent storm damage. Confirm the current registration expiry and the cleanup plan when you book.