The points you raise about salary and unemployment insurance I have not run into issues with a holding LLC treated as an S-Corp having to pay a salary to its member or manager also in my experience owner-employees are typically exempt from state worker's comp thus, I have never viewed it as an issue.  

I probably would have had less compassion than you and would have laid out the scenario she's in very clearly) 2019 was just a tough year.

That's a tough spot, if they've only been on the market a couple of weeks and have no urgent need to move.

Often a tenant and landlord relationship can turn an average tenant into a great one simply because they want to keep that relationship intact.In a tough economy, it’s important to do all you can to avoid facing the difficulty of paying the mortgage. 

The VRBO person said tough sh*#.

Manchester strong rents, but getting into the market can be tough, as multis are priced accordingly.

(Duplexes are very tough to make work as they are much sought after.) 

Funds show up in our business account 1 day later.We factor their fees into the rents when we market our vacant properties.They have a Web portal as well as smartphone apps for iPhone and Android devices.We also require tenants submit all repair requests via their app or website.While it may sound like it, I am not an employee of theirs, nor do I receive any compensation for making a referral.

Manchester strong rents, but getting into the market can be tough, as multis are priced accordingly.

I think West Allis is a better area for rentals and Greenfield is a better one for rehabs but that's just my opinion.....West Allis is good for rehabs too although the inspectors have a reputation for being tough.