Like Michael said above it defintiely COULD be seen as a red flag potentialy, just because it may look odd.

I bet there was little to no negative impact on rentals in that area.Curious to see what other people with properties in that area have to say.

Check roomies, I bet you could get $800-1000 per room depending on how nice the place is.

With my PM company:- the first few inspections - you bet I want to be there.

That way, you know they have actually worked with that vendor and that decreases your odds of working with a clunker. 

It’s not $25k but is $25k what he is betting or grossing.

My family has been operating real estate in San Diego as a primary income business for 3 generations and it seems odd that a real estate business would have to only operate as many STRs as they have employees who could apply for the license.

If you do #1, I'm willing to bet your expenses on the property your first year are higher than your rent now.

Estimate time (in this case you know 1 guy / 2 weeks, sounds about right with odds and ends)80 hours times $30 is 2400 in handyman labor, that's 4,800 a month including truck, tools and taxes - income is so low, he would not qualify as a tenant for us

In fact, if someone asked me today who the best bet would be, I would say Nimius--and this is based on the many calls I get from out of state 'investors' who have bought properties in the hood, typically at way too high of a price, and want to sell shortly after and who those companies/people are that sold them or are managing these properties.