The players I have encountered are severely lacking in the experience and knowledge I would like.

@Joe Bertolino's numbers are what you can probably expect.I would suggest sitting down with each of the contractor's you have and mind and asking them to give you ballpark figures for the following repairs:New Roof (Rip and Reply, Full Roof, and Re-Shingle)Exterior SidingNew Windows (cost per window)HVACNew ElectricalNew PlumbingVarious foundation repairsReplacing sheetrock (per sq ft)Replacing concrete (per sq ft)These are the things you are going to encounter most often, and having ballpark bids will help you estimate repairs on the fly, but is no substitute for an in-person bid.

I was just interested to read if others had encountered this and have read that group homes are a good investment, I am off topic now, and will not comment on it here anymore, but thank you so much for replying.

I see discussion about smoking and no-smoking in rentals.What experiences/issues have you encountered due to vaping in your properties?

If it is someone who causes too much trouble, I will not accept the rent and ask them to leave, but, do work with someone who may have encountered a significant hardship. 

In my case, I encountered an unexpected issue where the property was situated on a lakebed lease, a common occurrence in the area.

I encountered the woman who slipped during inspection.

I have really had to dig for any info on his company and finally found reviews from people encountering similar problems as well as hunting people down for unpaid money.

I've not been working at this long enough to have encountered major sticking points yet, but of what I can foresee:Being that I'm experimenting with this and want to keep the other parts of my FI goals intact, I've set an RE allocation for my overall portfolio and I'm trying to stay disciplined about it.

Do not hesistate to utilize the forum as well for any question you will encounter during your journey.