If they are available online or in person.

Personally, I would prefer to use the HELOC approach.

Once you close and establish a relationship with them, I would notify them of a rent increase but we do small ones.

Point noted about not being able to underwrite without seeing things in person.

When was the last time my coach/mentor/instructor personally closed a deal? 

There’s normally action items that can be implemented into your management process that are more effective. 

Other CPAs and firms have quoted me 5k-10k+ but are no where near as responsive and personable as my current CPA and accountant.

Quote from @Zach Howard: I think it's probably better to hold real estate in an LLC than in my personal name.

If a property goes into foreclosure on a second, as Ken said you will either be buying it subject to the first mortgage - meaning it's your mortgage now - or the first has to be satisfied to take possession of the property - or the owner of the first is going to be there bidding what they are owed, so you would need to outbid them to get the property and then you are the person paying off the first mortgage. 

Maybe the section 8 person can help advise you, but I'm certain they will give a disclaimer with anything they say that you still need to consult your own lawyer or read the rules.