All of the properties I've purchased have come with a few tenants who are either not paying or are damaging the property or causing some type of drama. 

Seriously, it's not being harsh to expect applicants to at least know what it is.

Clients deserve someone who is 100% committed and 100% available when buying or selling real estate.Definitely not trying to come across as overly harsh. 

I don't think the vacation rental idea would work in HVL, no one vacations there and getting nightly guests past the HVL guard shack would be a never-ending pain for you.I'm sorry to deliver this harsh reality, but it comes from doing over 600 flips and also from having some of them go wrong, so I've been in your situation.  

One Tenant notified all the tenants in the building of their letter and there's a bunch of drama now lol.

Quote from @Will Parks: Anyone in the Dallas Ft Worth area developing 15+ acres of land, how do you evaluate an Probably sounds harsh, but if you are in SC and asking about evaluating a deal in Dallas, my personal thought is you should stay away from it. 

Regarding COVID, you are kidding yourself if you don't believe in a harsh winter in the United States.

I also have less defaults and less drama. 

Generally, I look for 10% down, it cuts down on drama.

He tends to find shady characters to help out with renovation and it seems to turn into some sort of drama.