I am new in BP, and I am looking to understand where I start with learning about REI.I currently live in New York which it's not a good place to start investing.i know the difference between STR,MTR,LTR....

Is it worth talking to someone to start the tax planning convos if this is my current situation?

It looks like you are right to be concerned about the low season as occupancy drops below 50% for most of the year  

This seems unrealistically low for a 40 unit property.

I'm currently going through this with one of my clients.

I have lumber liquidators, home Depot, Lowe's, and who knows what else near me (central CT).

The repayment terms for a 401k participant loan are equal monthly/quarterly payments of principal and interest (typically prime plus 1%) over a 5 year term (longer if used to acquire your principal residence).Please note that if you take a full $50,000 and then pay back the loan, you can't take another $50,000 until 12 months after the first loan was fully paid back.Per the loan offset rules that went into effect with the 2018 Tax and Job Act: if you leave your job and the loan is current at the time you leave your job but then the loan goes into default because you left your job, you will have until your tax return deadline (including any timely filed extension) to make the loan current by depositing the outstanding balance into an IRA (and thereby avoid the taxes and penalties that would otherwise apply).Please keep in mind the multiple loan rules:Under those rules, the sum of the balances of a participant's outstanding 401k loans under a single 401k plan (using the highest outstanding balance of each loan over the last 12 months) can't exceed 50% or $50,000 whichever is less.

I have about $80k in a HELOC on my current home where I live.

If you're down to 95%, turn up the spend so you're getting in front of notices and current vacancies. 

*I currently live in the Northeast (U.S.).