With respect to the LLC, you can continue to reuse the LLC since you’re not keeping properties in the LLC.

You are a beast my friend, respect.

The totals come down to $3000 and $550 respectively. 

I'm specifically referring to PadSplit, a rent-by-the-room company/platform that operates in those respective areas.

In the end my tenant received a reward for being respectful to my property and I am now have this unit locked until next year with a small dip is gross rev!.

With respect to paying $44k off on your HELOC, I personally think that is totally fine and a great start. 

I’ve never actually been legally owed money before so I was green on how to handle things while trying to be understanding and respecting other lifestyles and career choices.

The two that I have held the longest (7 and 6 years old) if sold today would give a true IRR of 9% and 20% respectively. 

(With invested capital, this matters, plenty of people are worth "taking a shot on" in other capacities, just not with respect to managing my money).2) "Is this investment where I'm giving you money the top priority in your professional life?" 

And, they all sign the lease to make them responsible for abiding by the terms of the lease, respecting your property, AND paying the rent.