On the very first day the new tenants, a group of three 24 year old stoners; I had to open my window and tell them that they weren't allowed to be banging on their brake rotor with a metal mallet at 11 pm.

I'm definitely understanding that I should probably be a bit looser on this detail in the early stages... and open up to more detailed analysis once I know it passes the first level of tests.But I will say that doing this deal analysis each morning has been SUPER educational.

Any commercial space that is open to the public must meet ADA requirements, from the door threshold height, ramps, bathrooms, bath sinks even counters that may be put in for checkout ( that's tenants responsibility when they outfit the space).

If you're open to driving over the border to NJ or NYC, I can make a few suggestions of groups in my area. 

I had taken out a HELOC on the single family, but I was wondering if I can take a HELOC on the new 2-family, while keeping the original HELOC still open?

If I can ask you a few questions about it, I wanted to know what kind of terms they offer, ie: fixed or variable, LTV% and how long the HELOC is good for/open for?

I'm mainly looking to buy and hold (BRRR), but am open to flipping.

They need the properties in personal name, not under LLC in order to do HELOC.I am also open to the Cash out Refinance and trying out banks right now.

My CPA is telling me I should open a new LLC with the investor and then we all file K-1 docs.

More people would be opening doors and helping carry groceries :)