If my plan was to hold onto this short term (let's just say 2-3 years out of thin air), it makes no sense to pay the point up front and I would opt for the higher percentage rate per month.I know I've heard/read that some people would argue that it rarely ever makes sense to pay the point up front, but if its a long term play, I don't truly understand why that might be...Any info appreciated!

Everything that I've seen says that an LLC is best for long term investments (rentals), and an S Corp is best for short term investments (fix/flip).

These properties are most likely going to be occupied by a home owner, so that is what you must focus on attracting. side note, i recently discovered Facebook marketplace for real estate!!

I am getting a short-term lease while I get to know the city and save up some money.

In short, I'm a private real estate investor.

That was the highlight of my short realestate career,only been in for a few years.

Worse, if you refi and don’t pay it off quick, you will be taking short term debt and turning into long term.

Both are short-term positions as I am a trader of those instruments.

It will take a bit of luck finding the low rise opportunity in the  near loop discovered areas, but there is lots of work to do farther out. 

Any downturn in the market I believe would be short-lived.