No offense, but telling people "that's not a good way to do it" and nothing more seems like a little league coach who tells his players "you're doing it wrong" but then doesn't give instruction of how to do it better.

High risk and if someone doesn't pay that's a headache in itself.How much money do you need each month in order to retire?

The income doesn't really cover expenses plus debt service. 

Haha, doesn't mean I can't be convinced to head in that direction though. 

First thing is NEVER feel concerned of hurting someone's feelings or ego, your reviewing to employ them, that makes you the boss doesn't it?

Using money from an appreciating asset just to pay your landlord doesn't seem like a good flow of money.

I've heard all the talk about hundreds of units and beat up properties and that just doesn't sound like the right fit for me.

If it’s tied directly to the lender as part of your mortgage agreement, you’d probably need to negotiate with them or refinance with a different lender who doesn’t require that restriction.However, if the restriction is part of the property deed itself and was placed by a previous owner or another party, it can be more complicated.

Have multiple strategies when you're putting deals together so that if one doesn't work well, you can pivot.  

Something being difficult doesn't mean it take a genius to make it work.