Your roof is your home’s first line of defense against the elements. When it's damaged—whether by storms, age, or structural issues—you need more than a patch job. You need a team that understands roofing and structure. That’s where Old School Contracting comes in.
We offer high-quality, honest roof repair services in Evansville, backed by over 30 years of hands-on construction and framing experience. From minor leaks to structural roof reinforcement, we deliver long-term solutions, not temporary fixes.
Call us Anytime!
(262) 442-8040
If you’ve noticed dark spots on your ceilings, shingles in your yard, or areas of your roof that appear to sag, don’t wait—these problems only get worse (and more expensive) with time.
Roof Leak Repair
We locate the source of water intrusion and fix it fast—whether it’s a flashing failure, valley leak, or punctured shingle. Our repairs stop leaks and prevent mold, rot, and further interior damage.
Structural Roof Repair
When the issue goes deeper than the shingles, we’re ready. Our team repairs sagging roof lines, bowed rafters, and broken trusses with structural solutions that restore your roof’s strength.
Storm Damage Repairs
Has your roof been damaged by a recent storm? We offer quick assessments, emergency tarping, and full repair services to get your roof back to pre-storm condition—often assisting with insurance documentation.
Roof Decking Replacement
Rotten or soft roof sheathing can’t support new roofing. We replace damaged decking with solid materials that ensure long-lasting performance for your entire roofing system.
We combine traditional craftsmanship with modern repair techniques to deliver roofing solutions built to last—no shortcuts, no surprises.
Even a small leak can lead to thousands in damage. If you suspect roof issues, trust the professionals at Old School Contracting. We’ll inspect, repair, and protect your roof with skill and integrity. Call (262) 442-8040 or go to our contact form to schedule your free roof repair estimate in Evansville.
A: That depends on the extent of the damage. We offer honest evaluations and always prioritize cost-effective repairs when possible. If a new roof is needed, we’ll walk you through your options.
A: Common culprits include aging shingles, failed flashing, clogged gutters, or damage from wind and hail. We inspect your roof thoroughly to find the exact cause.
A: Repair costs vary depending on the problem. Minor fixes may cost a few hundred dollars, while major structural repairs may be more. We offer free estimates so you know upfront.
A: Yes! We can document storm damage and provide detailed repair estimates to help streamline the claims process.
A: We respond quickly—especially for leaks or storm damage. Many repairs can be completed in a single day depending on severity.
A: We proudly serve Mukwonago, WI, as well as Rock, Walworth, and Waukesha counties. Other areas we proudly serve include:
Evansville is a small, charming city in southern Wisconsin, with a population of about 5,000. Founded in the mid-1800s, it was once known for its agricultural activities, including dairy farming and grain production. Today, Evansville maintains its rural charm but offers a growing mix of local businesses, parks, and recreational opportunities. The city’s downtown area is filled with historic buildings, and Evansville hosts various community events like farmers' markets and festivals. Residents enjoy a variety of outdoor activities, from hiking in nearby parks to fishing in local lakes. Evansville is also known for its high-quality school system and close-knit community. The city continues to grow, while maintaining its small-town atmosphere, making it an appealing place for families and individuals looking for a peaceful lifestyle in a convenient location.
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