The best wholesalers operate ethically and understand the business.

If I am looking at a operating STR, I know where to make changes and opportunities.

Bet you don't refund them when they fail, do you?

If you are going to invest, make sure you know the operator well and that they are reliable.

Most of the regs prohibit it within the city, so I would check and see if the area you are looking allow it.Your best bet is to look at the markets on VRBO and AirBNB and see what is out there right now.

Any feedback/suggestions are always helpful, and I think you could find it beneficial for your operations as well.

so after reading all the posts, it sounds like his best bet is just to move on and walk away finding another place maybe coming back in future to keep contact with that person if he really wants that location… Correct me if I’m wrong, but my analysis from all this is that hiring a squatter would only be applicable in situations where the person who is occupying the residence never had a lease or contract therefore it is a rare circumstance where it would be a viable option. 

Standard PM software just doesnt have the sales features to keep up with operations and tools like Follow Up Boss are not geared towards PM's to do thier actual job.Would love to hear yalls thoughts.

What MAY make sense is to setup a Master LLC that operates like a PMC and collects all your rents, pays all your property-related expenses, etc. 

There might be demand, but oversupply in certain areas, like Orlando, is pushing prices so low that it becomes impossible for some property owners to break even, let alone turn a profit.Agents promoting STRs as "good investments" without considering the current market saturation, high operating costs, and potential competition do a disservice to buyers.