All, you need to understand the concept of "Offmarket deals" first.And I see SOOOOO many make this mistake.Everyone rushes into a frenzy when they see the words "Off-market".

I would say you are already a little out ahead of your skis because you are talking about growing and scaling without even understanding the partnership and real estate portion of your prospective business.

I tried to look at some properties for STR in Pocono Lakes, Hudson Valley, and Jersey Heights as this will be my first investment I'm worried as these will be good locations to go ahead for STR.

If that’s the case here are a few thoughts:1) Treat them similar to a spouse, would you rush to get married?

Glad you are thinking ahead and planning to maximize your tax situation.

Monopoly is the one I'd think of, but even sitting down with them and making your own game where they learn basic finances and budgeting (and how to do math) will put them ahead of most people. 

It sounds like you have made up your mind so forge ahead!

Many bad renters will offer to pay extra up front as a means of avoiding your screening or skipping to the front of the line ahead of more-qualified applicants.

I decided to go ahead and change the plumbing.

Mortgage rates are falling, and CME futures suggest even more drops ahead.