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

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

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

You don't always have to incentivize a tenant with a discount to get the tenant to stay, nor keep rents stagnant, but it is good to be aware of the business impact with respect to cost too.

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. 

The expectation established fell far short given all the mistakes and poor advice.

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.

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.  

Of course when doing the 1031 exchange your basis will carry forward into your replacement property.Where you have a potential issue is establishing your intent to hold those properties but immediately selling one or more them as soon as you have them ready.