The roof needs replaced, the sewer line needs replaced, the water tap starts leaking out in the street.

main concerns are Common areas rusty railings and delamination porch roof leak exterior wood rot on soffit and Fascia (roof is 2 years old?)

They often feel entitled to have their issues, large or small, resolved within 24 hours, even when they call about a leak they were experiencing for several days, but waited until 4:45 PM on a Friday to call/email about it.

Say if it is attributable to a leak?

Basement Leak2 units are dry and have no visible leaking.

Cracked window, cracked tile, and a small water leak from the shower.

No, you don't need a 72" curved TV that massages your retinas or the new iPhone 7 which is slightly water resistant.I'd rather take my 15% cash on cash plus gains on equity and appreciation over worse returns in other asset classes (public and private equity, bonds, etc.).

They may not leak, but they will rust, fade, and possibly dent.

. =)Previous remodel they installed the custom shower pan improperly, which caused it to leak and in turn brought in termites. 

There are lots of very strict laws over in the Satellite/Cocoa Beach area that I worry might soon leak into the Titusville and Melbourne areas as well regarding Airbnb’s so I’ve chosen to steer clear of that strategy, at least for now.