If you look down a street where I live (Boston area) you can likely guess which units are rentals and which are owned.
I can't tell you how many houses I looked at with peeling, worn roof shingles, but a bangin' dishwasher and stove.
The neighbors insurance paid for that, but then he still had to pay almost $3000 right away to get the rest of the tree removed from his backyard, because it was still in bad shape. Was an unpleasant introduction to the wonderful world of home ownership.
Although there is an economies-of-scale advantage to maintenance on multi-family dwellings.
I don't want to keep a pile of cash around waiting for housing emergencies (personal emergencies are a different thing), and I certainly don't want to sell stocks to fix a roof if my roof fails during a recession.
setting aside trees, fires etc it hadn't even occurred to me that a roof may need replacing, aside from maybe the occasional tile.