I’ve connected with some realtors through my cousin, even started taking some agent classes at KW just to meet some people and network more, also tried connecting with a local broker I know.

Sorry I usually do dead center first then the rest of the exterior then interior then arial 

You will likely be losing the right to a homestead exemption, so let your local municipality know. 

I’ve approached a local bank in Upstate New York offering a 30-year loan with a 10% down payment.

If true this could take a significant bite out of STR income streams.I'm wondering if any locals have heard this or know more?

Hey Caleb, There are a couple local REIA groups that would be good sources to come network with local investors.

One of the most important skills you didn't mention is networking, which you are obviously doing well at too.I'd recommend connecting 1:1 (zoom, coffee. lunch, etc.) with a couple from the BP Chicago community or better yet check out some of the local meetups: https://www.biggerpockets.com/forums/521-real-estate-events-...Make friends with the meetup hosts...they will often know whos who and can help you make the right connections.Regarding your license, I think it's a great idea if you have the time and are going at it with the right intentions. 

If you are just starting out and you are local, I would highly suggest self management.

I'm a local agent specializing in rentals.

Doing a BRRR strategy in the house you is not difficult, especially when connecting with local investors already doing it.