@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.

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

One of the problems you will encounter going forward is that without a W2 type income, you will have limited options for financing future purchases. 

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

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.

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

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. 

So far I didn't encounter such deal, and that not arrogance, it's just that I'm not in this business long enough to hit the wall yet, I'm sure I will though.As to my preference, as I stated before, I like to dip into both appreciation and cash flow, I just don't believe you can maximize any of it in one single property.

For anyone who might encounter this post looking for the same insight that I requested in this post...

I'm encountering lenders that won't do owner-occupied loan on a 1031 because they assume you are taking the new property as a rental and not as a primary residence.