Getting the roof repaired: Our story

This post comes from J.D. Roth at partner blog Get Rich Slowly.

My wife and I have been homeowners for nearly 20 years. In that time, we've done a lot of home improvement ourselves. But we've also learned when it's best to hand projects to the pros. (To be honest, for us this is most of the time.) It's great to be able to do small jobs yourself, but it's also important to recognize when something is beyond your ability.

During the past 18-plus years, we've learned that working with contractors always seems to follow a similar pattern. I'm not sure it has to be like this, but it generally seems to be so. To illustrate our typical experience, I took notes on our most recent repair job. Now I'll share our tale.

A leak in the roof
In 2004, we bought a 100-year-old farmhouse on more than half an acre. It's a lovely place in a parklike setting, but it's also a bit of a money pit. There's often something going wrong.

We've had trouble with the roof, for instance, since the first summer we moved in. Initially, we blamed the insulation contractors, who had cut holes in the roof for added ventilation but then failed to adequately seal around their work. As a result, the vents eventually developed large leaks.

It turns out, however, that the shoddy vents were only part of the problem. One section of the roof is essentially flat, which means it needs a different kind of roofing material than most of us are used to. We believe that when the previous owner last installed a new roof, he cut corners.

As a result, the flat section of the roof developed a leak. Or several. While I was traveling in July, Kris called me in a panic to tell me that Portland was having a severe rainstorm and that water was pouring into an upstairs bedroom -- right next to my precious comic books. My comics were safe, thank goodness, but this certainly spurred me to action.

The roofing problem was one reason I canceled my planned trip to England. I stayed home, called contractors, and shepherded the project toward its slow completion.

Choosing a contractor
Whenever we're faced with hiring a contractor, we get multiple bids for the job. This time was no different. We like to take recommendations from friends, though this doesn't work in every instance. This time, for instance, nobody we knew had worked with a roofer recently. Instead, I contacted five or six local roofers via the Web. On Aug. 2, three of them came out to look at the roof.

• The first guy had been with his company for 37 of its 42 years. I liked him. He pulled up a section of the roofing to reveal that "the guy who did this didn't know what the hell he was doing." It was just one layer (instead of three) over some felt paper. "No wonder it's leaking," he said. "It doesn't surprise me at all." There were already soft spots in the plywood too that needed to be dealt with. He said the job would be expensive, but the work would be designed to last a lifetime. The job would take him two or three days, and he was two or three weeks out. (I can't find his bid or I'd share it here; it was highest of the three.)
• The next guy was young, but I thought he was sharp and observant. He noted that the leak wasn't under the actual roof we were standing on, and tried to figure out where it might be coming from. He tracked the crease between the flat roof and the angled roof, and he found a soft spot with an "eyehole." "That's the leak," he said. He tracked down other spots where water might get in, and also a spot where the water was likely flowing out. He downplayed the expense, saying it was no more expensive than any other roofing material. The job would take about a day, and he was about one week out. He gave us a bid of $2,800.
• Like the first two contractors, the final fellow didn't think much of our roof. But he didn't really get down and look at it. When I told him our previous leak had been through a vent, he yanked on the current vent and said, "I think it's here again." He too thought our current roofing was a poor option for Oregon. He recommended tearing it off (and tearing off the shingles on the ridges around the flat roof), laying down a three-ply roofing system, and then installing new shingles back over the top. He said the job would take two days, but they were at least a month out, and probably more. He quoted $3,500.

After meeting with all three and getting their bids, we decided to go with the second company. They seemed to have the clearest idea of what needed to be done, they had the lowest price, and they could start almost immediately. It almost seemed too good to be true.

It was.

Repairs
The first sign of trouble was the constant delay. We're used to contractors putting us off, but this company did it again. And again. And again. When I met with the representative on Aug. 2, he told me they could start within a week. Ha! They didn't actually begin work until Sept. 8. Fortunately -- or perhaps not -- the job only took a day. Post continues after video.

Midway through the repair, the company called me with bad news. "A lot of the plywood is rotten," they told me. "That's why it was so soft. It'll take an extra four or five hours. And we'll have to charge you for material." So, as usual, the cost of our planned repair ballooned. I should have been wary when the crew was still able to finish the job in a day despite the "extra four or five hours" replacing the plywood was going to take.

As I've mentioned before, we've been paying our neighbor Chris to do some handyman stuff around the place. He's been underemployed for a while, and I have more writing work than I do time, so this seems like a good exchange. (It's one way in which I value my time.) So, we paid Chris to climb up and paint the patches that had been uncovered by the roofing project. When he did, he found problems.

Chris actually has experience with construction management, and is well-versed in the ways of roofing. He was flabbergasted at the quality of workmanship (or the lack thereof). "This looks like it was just rushed through," he said. He borrowed a digital camera to take photos of all the things that were wrong with the repair. "If I were you," he said, "I'd get them back out here to fix this. Otherwise you're still going to have leaks."

I called the roofing company and asked them to send somebody out. To their credit, they were very contrite. They responded quickly and efficiently. They took copies of our digital photos back to the office, promising to send a crew out by the end of the week to make things right. And they did. They installed new flashing and caulked the spots where they'd nailed through the shingles. They spent several hours fixing their foul-up -- at no additional charge to us, of course.

When they were through, Chris and I climbed back up on the roof. "Well, it's not perfect," he told me. "But I'll admit that any further complaints would probably just be seen as nit-picking. They could have done better work, but this should be fine. Just keep an eye on things."

So, we think things are fine, but I still a harbor a few worries. Every time it rains, I go upstairs and check to make sure there's no leak over my comic books. I don't do this just once, either. I'm sort of compulsive about it. Meanwhile, I dream of the day when we hire a contractor who is punctual, thorough, and reasonably priced. There are times I think this will never happen.

More on Get Rich Slowly and MSN Money:

• Preparing for an emergency
• The GRS Garden Project: September 2011 update
• How much is a clean home worth?
• How much house can you afford?
• Your first home? Save for repairs
• Calculator:Should you rent or buy?