Len Gibely Contracting

Roof replacement is the through-line here. On Google alone, Len Gibely Contracting has 150 ratings at 5 stars, and the last six months are packed with recent jobs that keep landing in the same parts of the house: full roof replacements, rubber roofs, skylights, gutters, windows, siding, trim, and decks. The company also holds an active Massachusetts home improvement contractor license. The recent run is especially strong for roofing. Homeowners in 2026 describe full roof replacements, cedar shake work, mixed asphalt and rubber roofs, skylight repairs, and ice-dam related work, often with the same practical details repeating: quick response, crews finishing fast, daily cleanup, and attention to surrounding landscaping and debris. One May review says the crew handled a 30-year-old roof replacement quickly and respectfully; another says a roof and repair scope with both asphalt and rubber roofing was completed in one day. It is not only a roofer, though that is clearly what most recent customers hire it for. Recent reviews also describe a large bay-window replacement, all-window replacement, siding and trim replacement, new gutters and soffits, skylights, a rebuilt deck, and a broader exterior-shell renovation that included siding, trim, windows, roofing, framing, sill work, and a new deck. That broader mix is why the company reads more like an exterior-focused general contractor than a single-trade shop. Before calling, ask two practical questions. First, confirm who will run your job day to day: several customers name Brian Dobbins directly in planning and communication, and one review refers to him as the owner. Second, pin down scope details in the quote, especially any wood repair, framing, sill work, or roof-deck issues found during inspection, because multiple customers mention the company catching or fixing underlying problems beyond the surface replacement. This looks like a good fit for homeowners hiring out roof replacement or a larger exterior package where roofing, windows, siding, trim, gutters, and deck work overlap. The next step is simple: confirm the exact scope, who your point person is, and whether your project is a straight replacement or one likely to uncover additional carpentry once the old materials come off.