Then place tenant and manage it.

If you want to do wholesaling, finding the right title company can be very important.  

Who do they reach out to FIRST (realtor, estate liquidators, or )?

1) I'll put the summarized list of MP activities at the end, but generally speaking the way to think about it is: "Is this activity/task essential for the operations of the STR?

I love how Mint was "semi-automatic", and did a decent job on its own although you needed to come in and tweak categories.All this to say, are there any other Mom & Pop investors out there with more complex personal finance that have found useful software solutions? 

It seems to be any time but I’m trying to verify 

When you are ready to make it happen assure them that you will be looking out for them. 

Do you really want to live in a house with a bunch of random people? 

What documents do they require, what credit scores do they allow, how do they verify previous rental history, etc.?

As an owner-occupant living in one unit in a multi-fam, you will have more leeway in who you can and can’t accept according to the law, but it’s always important to be aware of the rules to make sure you stay in compliance because you want to avoid having to defend yourself from an accusation.