You might want to get in touch with @Andrew Freed and Jonathan Bombaci, they are locked into several of the MA meetups which are great ways to connect with other investors in real life.

I'd say start the process of securing your HELOC if you havn't done so and spend time analyzing deals and determining what type of investor you are looking to be. 

However, if it is an STR, the depreciable life would be 39 years.

I am unsure how you think this can recover a negative equity position any time soon.  

Wholesalers network and post deals there most of the time.

Again, I used my parents but this time only as lenders of part of the money for the down payment.

Great start to life. 

Aloha Joshua,  I deal with clouded/messy titles often and it's not my first choice as its froth with a lot of time, costs and risks. 

The other thing to think about is the length of time you've owned the property.

Thank you for your time and patience!