Along with the monthly HOA's, there is always the risk of assessments and these aren't always emergency repairs like cracked walkways, broken elevators etc.

They installed bidets without my permission and created plumbing issues so I had to pay for a plumber to come out several times, I've had to replace a frontdoor knob and deadbolt last month even after we rekeyed the home prior to them moving in, the garbage disposal blades were jammed so had to call a handyman, repaired a broken window which my property manager claims was broken prior to them moving in even though the repair was made 3 months after they moved in.

@Hilda Cervantes PMC and agent are all you really need.They can both find handymen for repairs, just make sure they are properly licensed and insured.

I bought move in ready (which has had its share of repair issues). 

Example: replacing the bathroom vanity.My question: If I were to take pictures and a video of the thing needing repair and show it to someone at Home Depot or Lowes, would they be able to guide me on what to buy and what to do?

On the otherhand, it the property is overpriced and the wholesaler doesn't know how to present it with realistic repairs, ROI, etc. they'll have to work extremely hard to find naive buyers.

They don't get involved at all with booking or essentially anything with the guests other than emergency repairs or some other issue I can't handle with them.

For the insurance deductible on the claim, it depends on the nature of the claim: if it’s for a repair, it’s deductible this year; if it’s an improvement, it needs to be capitalized.

We have repaired and not replaced roofs when appropriate. 

But they know they need adequate reserves to sustain them if/when there is a lawsuit or eviction to cover lost rent, repairs, etc.