I'm laying out my house and real estate related goals for the year so you can keep me accountable.
After initial inspections and structural examination of the Downtown Luxury Slum when we bought it, the conclusion was that we didn't need to do any work on the roof. But we were suspicious so we did allocate a fair bit of extra contingency money in case the roof needed work. And that money all got used replacing the back half of our roof, which is a flat rubber roof. After one hurricane season, it became clear that the front roof was not in perfect condition either. But it took us until now to finally bite the bullet and get the historic metal roof replaced.