If you live nearby, I'd say go for it.

I live in Brickell and am between miami and columbus for development deals. 

We're loving this new chapter of our lives!

In my mind though, since I live in NY, own the property in NY, doesn't it fall under NY laws anyway?

Also, if eventually you get into that house hack, and elect to self managing a duplex, triplex or 4-plex that you own/live in, you will by default learn about property management skills and no license is required to manage the property you own.To answer your specific question, yes - you can become an employee of a property management company to learn about property management and I highly recommend it!

Almost every year it seems that there's a new bill up for vote putting various restrictions on STRs, the current one being that it's illegal to rent out your home if you live there less than 120 days per year. 

Quote from @Jordan Ornelas: My name is Jordan and I live in Lynn Haven, FL (Panama City).

My wife's grandfather owned many buildings in NJ and I have seen that 2 generations have lived off of what he did in one way or another. 

I have around 70k to get started with and a government pension to live off. 

Are you planning on renting out all four units or living in one?