So the asynchronous nature of tenant requests, coupled with trying to get them handed out to the right handyman, plumber, etc, are driving me insane.Is this something that can be outsourced without going to a full 3rd party property management arrangement?

So let's see what the net looks like:2421 rent - 242 (prop mgmt) - 2035 (expenses as outlined above) =  (+) 144 / month.So, Nikki proved me wrong - you can find a positive cash flow property with 20% down assuming the rent amount of $2421.As such, this could be a possible play for a new investor who is looking for solely hands off  turnkey. 

A bird in the hand is worth two in the bush, that's always true.

On the other hand, private lender investors, like an "Uncle Joe" type, lend money on a more personal and flexible basis, often with less formal terms that can be easily negotiated.

Are there people that can benefit from my help?

Can you make your dad available or are you willing to teach people for free?

If you need any help or have someone more hands on and local, please reach out! 

The people involved have a particular amount of assets(equity) and no or negative monthly cash flow. 

Pay attention to the number of times that people have sold the house.

Hearing it from people with more experience just hits different.