A damaged roof doesn't wait for a convenient time, and neither do we. Big Toms Roofing keeps trucks staged around Jamaica Plain so a certified roofer can be looking at your roof within hours, not days, with a straight-talk estimate before any work starts.
We built Big Toms Roofing to fix a problem every homeowner in Jamaica Plain has run into: contractors who don't return calls, no-show for appointments, or pad the invoice once the tarp's already on the roof. Our Skylight Repair crews are local, licensed, and accountable — every estimate is in writing before a single shingle gets pulled.
Whether it's an emergency leak at 2am or a planned replacement you've been putting off, Big Toms Roofing brings the same certified crew and the same upfront pricing to every Jamaica Plain job.
High winds, hail, and fallen limbs don't schedule appointments, and neither should your repair. Our Jamaica Plain emergency crews arrive with tarps, decking material, and fasteners to stop active leaks the same day you call, then follow up with a full repair plan once the storm passes.
A Skylight Repair replacement is one of the biggest investments a Jamaica Plain homeowner makes in their property, and we treat it that way — daily site cleanup, magnetic nail sweeps, and a final walkthrough with the crew lead before we consider the job done.
We work directly with property management companies and HOAs across Jamaica Plain to keep flat and low-slope roofs maintained on a predictable schedule, instead of waiting for emergency calls that disrupt business.
Buying or selling a home in Jamaica Plain? A pre-purchase roof inspection gives you real leverage in negotiations and peace of mind about what you're actually buying — no guessing about remaining roof life.
A roof is only as good as the parts that direct water off it. We repair and replace step flashing, valley flashing, chimney flashing, and gutters that have pulled away from the fascia — small jobs that prevent big leaks down the road.
Every one of these commitments exists because a Jamaica Plain homeowner asked for it, complained about a competitor's lack of it, or we learned it the hard way.
You'll know the exact scope and cost in writing before work starts, and that number doesn't move unless you approve a change.
Because our trucks stay staged around Jamaica Plain, we're rarely more than an hour from your address for emergency calls.
Our installers hold current manufacturer certifications, which means your warranty stays intact and the work meets code.
Every completed job comes with a written workmanship warranty separate from the manufacturer's material warranty.
Our team has sat through enough adjuster meetings in Jamaica Plain, MA to know what documentation actually moves a claim forward.
Magnetic nail sweeps and tarp-protected landscaping are standard on every job, not an upsell.
We don't cherry-pick these — they're representative of the calls, texts, and reviews we get after most Skylight Repair jobs in Jamaica Plain.
"Called around 9pm after a branch came through part of our roof and Big Toms Roofing actually picked up. They had someone out that night to stop the water and scheduled the repair for that week. That kind of response is rare."
"I got three quotes for a full reroof and Big Toms Roofing wasn't the cheapest, but they were the only ones who explained exactly what was included and stuck to it. Zero surprises on the final bill."
"They handled the entire insurance claim conversation with our adjuster, sent over photo documentation, and honestly made a stressful situation way less stressful. Roof looks great too."
"As a property manager I've worked with a lot of roofing companies and Big Toms Roofing is one of the few that actually communicates before showing up and after the job's done."
"Their inspection before we bought our house flagged ventilation and flashing problems that weren't obvious on a walkthrough. Glad we called them before closing, not after."
Big Toms Roofing crews are staged to cover all of Jamaica Plain and the neighborhoods around it, from established residential streets to newer developments and commercial corridors.
We regularly work in the following Jamaica Plain-area zip codes: 2130
One call gets a licensed Jamaica Plain roofer looking at your problem, usually the same day, with a written estimate before anything starts.
📞 Call +1-855-469-0306 — Serving Jamaica Plain, MA
