The roofers who tell you the truth about your roof.
Tilly and his son Anthony have spent 25 years fixing roofs across Oregon City. We find the real problem, do the repair that actually solves it, and never push a full replacement you don't need.
Built on 25 years of straight answers.
Tilly's Roofing Repair is exactly what it sounds like: a family business. Tilly started it, and these days you're just as likely to find his son Anthony up on your roof, tracking down a leak or checking whether that plywood is really as bad as someone told you.
We specialize in roofing repair on all roof systems. That focus is on purpose. Plenty of companies would rather sell you a brand new roof than fix the one you have. We would rather earn a customer for the next ten years, which is why so many of our neighbors keep calling us back.
If a repair will do, we'll tell you. If it's genuinely time for a new roof, we'll tell you that too, and we'll do it clean and quick, usually in a couple of days.

Repairs, re-roofs, and honest inspections.
From a single stubborn leak to a full tear-off, we've been handling Oregon City roofs for over two decades. Here's where we can help.
Roof Leak Repair
We track down where the water is actually getting in instead of guessing, then seal it watertight. Small leaks other companies won't bother with are our bread and butter.
Full Roof Replacement
When a roof has genuinely run its course, we tear off the old and re-roof clean, usually inside a couple of days, and we haul away every scrap when we leave.
Honest Roof Inspections
A straight, in-person assessment of what your roof really needs and roughly how many years it has left. No scare tactics, no invented problems.
Shingle Overlay & Re-Roof
Sometimes a fresh layer of shingles buys you years for a fraction of a full replacement. If that's the smart call for your roof, that's what we'll tell you.
All Roof Systems
Composition shingle, tile, and flat or low-slope roofs. Twenty-five years on Oregon City rooftops means we've repaired just about every system out there.
Fast Repair Callouts
When something goes wrong you want someone who shows up. We respond quickly, come out and look in person, and give you an honest answer on the spot.

A second opinion that saves you money.
Half our new customers come to us after another roofer told them they needed a full replacement. Often, they don't. We climb up, look in person, and give it to you straight.
- We come out and inspect the roof in person, every time.
- We tell you how many years your roof realistically has left.
- We quote the repair that solves the problem, not the biggest job.
- We clean up completely and haul away every scrap when we finish.
Real roofs, right here in Oregon City.
A few jobs from around the neighborhood: leak repairs, tear-offs, re-roofs and everything in between.









4.8 stars, and honesty in every one.
“I had a leak in my roof that other companies would not touch (too small a job), or tried to tell me needed a complete replacement of the entire roof - without even coming to see it! Tilly came by and looked at it and said that a simple repair would work fine. He and one other person came over on a Saturday, did the repair in just a couple hours, it looks amazing, and the price was great and no more leak. Super friendly and honest. Wonderful to work with. Would absolutely recommend.”
“Anthony was able to diagnose the source of our leak within just a few minutes of being on my roof. He had my leak sealed up and watertight moments later. The thing I appreciate most is that Anthony was the first estimator out of 6 prior who didn't immediately try to sell me a new roof. This kind of honesty is harder and harder to find. My wife and I will absolutely call Tilly's when our roof does eventually need replaced.”
“Tilly's Roofing saved me thousands of dollars, and reinforced the importance of a second opinion. I had previously been told by a roofer that my roof needed to be replaced immediately. They quoted me almost 20k total. Anthony came out and inspected the roof in person, and advised me against replacing it immediately. He verified the shingles had another couple years of life in them. As a future customer of Tilly's Roofing, I 100% recommend them.”
“They responded quickly, and were able to come out and look at my roof quickly. Gave me a great price on the repairing it needed. I asked about doing the entire roof and got a good price on that. They were able to do the work the next week. The two men worked quickly and completed the work in two days. It looks great! I am very happy with my new roof.”
“I have been using Tilly's Roofing for over 10 years. They have always done an excellent job maintaining and repairing my old roof. Just recently they replaced my entire roof. They were quick and efficient and cleaned up everything. They did the entire roof in two days on my 2100 sq foot house. They will always be the only roofing company I use. The owners are great and super friendly. One of the best companies I have ever dealt with.”
Tell us about your roof.
Leak, missing shingles, or just want a straight second opinion? Send a note or call us directly. We'll come out and take a real look.
Based in Oregon City and out on roofs across Clackamas County. Call and we'll come to you.