He was in the upper bunk of a bunk bed, got out during the night to go to the bathroom and the ceiling fan blade hit him in the face, cut him across his cheek and close to his eye.

Just write them off as a tech expense and move on :) Your Accountant should be able to assist here with any edge cases or ones your worried about. 

It was a HUD home, that was boarded up, stripped, and there was a large hole in the wall where burglars had cut open to ransack it.

What you get when you let a tenant paint is roller-marks of the wall color on the ceiling, drips and runs, patchy covering, spilled paint, silly accent walls/ too many colors, uneven lines on edges and in corners, splatters, blistering, bubbling, peeling, the wrong sheen, visible brush marks and roller strokes, trim painted the same color as the walls, electrical outlets and switches and even light fixtures, vents, cold air returns, fart fans etc. all painted when they shouldn’t be, not enough coats where paint actually should be, and terrible color choices (almost always too dark or too weird).

Hi, I have a property in the edge of the university city area of Philadelphia.

You'll have cut-throat competition with your neighbours when you want to rent or sell and you'll have to compete on price, a situation the shrewd investor wants to avoid, especially when it comes to short-term rentals.

We have a mixed bag of federally subsidized, as well as non-federally subsidized rent assistance programs, many which abide by rent assistance Housing Quality Standards requirements.For Housing Quality Standards, screens are not actually required...if they are present, though, they must be in good condition so as to not posed a cutting hazard or other health and safety riskHope that helps

so, for each individual person, it's more or less doable.if it's going to take you years to save up a down payment, can you increase your income and/or cut your expenses?

if you have another investment opportunity ahead then why not cut your losses, sell for what you can and move on to the next opportunity? 

Depending on what feedback you’re looking for, I recommend connecting with @David Espinosa and @Andy Edge.