Dempsey Roofing LLC

One day. That is what keeps coming up about Dempsey Roofing — a crew arrives early, strips the old roof, and is gone by evening with the yard swept. A Billerica outfit run by Radek Navratil, it works asphalt shingle, rubber and metal roofs, plus skylights, for homes and light commercial buildings across northern Massachusetts, southern New Hampshire and coastal Maine. Its Massachusetts home improvement contractor registration is active. The Google file is deep and lopsidedly positive: 129 ratings averaging five stars, with customers naming Radek personally rather than a faceless company. This spring one homeowner said his quote came in more than 25% under every other bid and that he told them the roof could wait until spring rather than pushing the job. Another, buying a home that needed a new roofline, credited him for pointing out the sections that did not need replacing on a tight budget. A third watched an entire roof go on in a day, with the extra costs spelled out beforehand. The work described runs wider than plain shingle replacement — repairs and leak chasing, rubber over flat sections, skylights, sheds and detached garages, and older houses that need re-sheathing before anything else goes on. The Better Business Bureau lists chimney repair, ice dam removal and roof snow removal alongside the roofing categories, and grades the company A+, accredited since November 2024. Two things are worth raising before you call. First, the history on the website does not line up with the paperwork: the site says "Dempsey Roofing since 1985" and claims over 40 years, while the BBB file records the business as started in 2011, incorporated in 2012, and 15 years old. Whatever the founder's own time on roofs, the company's trading history is the shorter number, so ask directly how long this entity has been doing the work. Second, the five-star wall is not unanimous — a one-star Google reviewer reported leaks after the job that the company tried and failed to fix, and said the roof ultimately had to be redone by someone else. It is a single dissent against a large and consistent positive history, but it is a serious one and worth asking how warranty callbacks are handled. The site advertises a lifetime shingle warranty and a 10–15 year workmanship warranty; get that in the written proposal, along with the licensed entity name. For a straightforward strip-and-reroof done fast and cleanly, this is a well-reviewed local choice — just pin down the warranty terms and the callback process before signing.