Cape Cod Roofing & Siding is an exterior envelope specialist and licensed general contractor serving Massachusetts and the islands. Founder-led by Skip Schiappa, who still supervises daily operations and personally oversees every project.
Water rarely enters where a homeowner thinks it does. It comes in at a flashing detail, a failed gutter line, a bulkhead, a skylight curb, a chimney cap, a siding transition — and then travels somewhere else entirely before it shows up on a ceiling.
That is why Cape Cod Roofing & Siding works as an exterior envelope specialist rather than a shingle contractor. Roofs, siding, gutters, trim, windows, doors, skylights, masonry and the details that tie them together are all one system, and we hold a general contractor’s license so we can address all of it rather than diagnosing half a building and referring out the rest.
Skip Schiappa founded the company in 1978 and is still its president and daily operations supervisor. He is an OSHA-recognized “competent safety” person, a historical renovation specialist, and the son of an Italian mason — which is a reasonable summary of why the copper and masonry details on our projects get the attention they do.
We hold certified-installer credentials across more than thirty manufacturers precisely so the specification can follow the building instead of a supplier relationship. Here is what we install and service.
Skip keeps an extensive portfolio of completed work in photographs, video and written specification. Our projects have been featured on manufacturers’ own websites and throughout industry circles.










Low-slope roofing is unforgiving. There is nowhere for water to go if a detail is wrong, and almost every failure traces back to a termination, a penetration, or a drainage assumption that was never tested.
Cape Cod Roofing & Siding has built a national reputation as a flat roofing specialist across rubber, PVC and TPO systems — on condominium associations, retail, hospitals, schools, churches, restaurants and industrial buildings throughout Massachusetts. We perform core tests and inspections before specifying, so a replacement decision is based on what the assembly actually contains rather than on what is visible from the parapet.
We also believe a flat roof is usable space. Roof pavers, walkable surfaces, and live vegetative systems turn an ignored membrane into something a building’s occupants actually get to use.
Because we hold a general contractor’s license, the work does not stop at the drip edge. These are all in-house scopes, not referrals.
Wood, vinyl and other cladding systems. Siding is second in the company name but has never been the second priority — a great deal of water intrusion is a siding and transition problem, not a roof problem.
Framing, additions and new builds, including post-and-beam and SIP panel assemblies. Non-naturally venting roof assemblies are their own discipline and we treat them that way.
Copper, aluminum, wood and PVC gutter and cornice work, plus rain barrel systems. Collect the water, then move it somewhere sensible — away from the foundation.
There is little point in a tight exterior envelope if the openings in it leak air and water. We handle the openings as part of the same system.
Velux, Wasco and SolaTube. Thousands installed over the years in effectively every size, shape and material — and the curb detail matters more than the unit.
Outdoor living space built to survive a New England winter, from framing through railing and finish surfaces.
Chimney work, landscape pavers and custom copper caps. Skip is the son of an Italian mason; the eye for this work was not learned from a catalogue.
Thermal ice dam protection, snow retention, and advice on keeping a structure free of dangerous and damaging ice — plus snow removal from roofs, gutters and walkways.
Skip has worked with solar equipment since the 1970s and serves as an industry expert. Sharp, Englert DAWN Solar and other systems — mounted so the roof underneath still works.
Keeping roof-top units, curbs and penetration systems leak-free. This is one of the most common sources of a mystery commercial leak.
Bring the sun in or block it out. Custom built or supplied and installed, tied properly into the existing envelope.
It happens, and after several decades we have seen it hundreds of times. Remediation handled alongside the repair that caused it.
We run a 24-hour emergency service line. If a storm has opened up a roof, the first job is to stop the water, document the damage properly, and then talk about permanent repair.
Call 1-800-734-7663 at any hour. Temporary protection first, so the interior damage stops compounding while a proper specification is written.
Skip is an expert observer of the exterior envelope. A storm inspection distinguishes genuine impact damage from pre-existing wear — which is precisely the distinction an adjuster will be looking for.
We work with insurance adjusters regularly and can supply the documentation, photographs and written scope a claim needs. Claim forms are available directly from us.
Access is half of a difficult job. We arrange lifts, cranes and staging for steep, tall and institutional structures rather than improvising on site.
This is the company’s stated position on quoting, pricing and how it deals with the person paying the bill. It has not changed in decades.
Not implied, not verbal, not conditional on a maintenance contract. Ask for it and it goes in the specification. Additional manufacturer warranty options are available on most systems.
Under Skip’s direction the company holds certified-installer credentials from a long list of exterior envelope manufacturers — alongside a Massachusetts CSL contractor license and a real estate license.
Massachusetts CSL Contractor License and full certified insurance. Certificates supplied on request, before work begins.
We hold an AAA rating with local Better Business Bureaus and take considerable pride in it.
Skip is an OSHA qualified and recognised “competent safety” person. Our crews take part in ongoing safety courses. Safety is job number one for everybody on site.
National Roofing Contractors Association, North East Roofing Contractors Association, Roof Consultants Institute, Cedar Shake & Shingle Bureau, NARI, Greenbuild and Metalcon.
A great deal of our work comes through people whose job depends on getting the roofing answer right the first time.
Association roofs, phased replacements and budget planning across multiple buildings, with documentation your board can actually read.
Assembly detailing, material selection and buildability review before a specification goes out to bid.
Core tests, inspections and honest remaining-service-life assessments on commercial and institutional roofs.
Storm damage assessment and written scope that separates impact damage from pre-existing condition.
Pre-sale roof condition opinions and repair estimates, fast enough to keep a transaction moving.
The largest part of what we do, and the reason there are thousands of residential references on file.
Not a testimonial page. These are organisations whose buildings we have worked on, offered openly so you can check us out properly.
A note on residential references: due to ever-changing privacy laws and the penalties attached to them, we no longer publish references that are residential in nature — private homes and family dwellings. We have thousands of them on file and will selectively offer them to you on request. Restrictions apply. Thank you for your cooperation.
Our projects have appeared on various manufacturers’ own websites and across social media circles, and the company and its work have been featured in:
Describe the problem or the project in your own words — a stain on a ceiling, a roof at the end of its life, a board asking for a five-year plan. Skip and our staff, specialty sub-contractors and networked associates work together to make it happen for you.
Since 1978. Skip Schiappa founded the company as schiappa enterprises inc., doing business as Cape Cod Roofing & Siding, and is still the president and daily operations supervisor. That is nearly five decades of work across New England and the islands.
No. The name reflects where we started. We work throughout Massachusetts and the islands — the commercial reference list runs from Boston and Watertown down through the South Shore, Plymouth, Wareham, New Bedford and Fall River, out to the Cape, Nantucket and Martha’s Vineyard.
Yes. Skip personally oversees every project. Our team works to written specifications, with close supervision throughout and a thorough review on completion. He is the daily operations supervisor, not a name on a truck.
No. We do not accept any money until the project is due to start — the single exception being special-order materials, which are non-refundable and have to be paid for when ordered. We would rather you booked early and paid later.
No. We quote the best method of repair or installation for your particular need, and we do not believe in the hard sell. Sometimes the answer is a repair, a coating, or leaving it alone and revisiting in three years — and if that is the answer, that is what the quotation will say.
We are not interested in being the low, middle or high bidder. We bid projects as we believe they should be done. If our cost is outside your expected budget, call and ask why — there is a reason for every line, and knowing it makes comparing bids much easier.
A lifetime workmanship guaranty, specified in writing. Additional manufacturer warranty options are available on most systems — and because we hold installer certifications from more than thirty manufacturers, we can usually offer the enhanced warranty that requires a certified installer.
Yes. We inspect storm damage, document it, and provide the written scope and photographs a claim requires. We work with adjusters regularly, and claim forms are available directly from us. Call the 24-hour line first if water is still coming in.
Absolutely, and we publish a commercial reference list openly. Residential references are no longer published because of privacy legislation, but we hold thousands on file and will selectively provide them on request.
A great deal — we hold a general contractor’s license. Carpentry and additions, decks and porches, gutters, windows and doors, skylights, masonry and copper caps, solar, HVAC roof penetrations, sunrooms and pergolas, ice and snow prevention, mold and mildew remediation, roof cleaning and coatings. If it is part of the exterior envelope, it is our work.