Since then I've gone through the anxiety and hurdles of learning about being a long-distance landlord from my base here in Queens, NYC.

My mother has anxiety whenever she stops over at the construction mess I live in, but apparently I'm not too picky with my living standards right now...

Is there anybody like me with social anxiety that has found a way to be more comfortable meeting people and putting themselves out there.

This anxiety will only get worse once you actually own the house.

Hire someone that has something to actually gain or lose, in the long run they will save you time, money and anxiety as well as be an immeasurable part of your success or failure. 

Could you recommend a resource for taking some the anxiety/edge off of a multi family property?

There are more than enough properties in this country that you can acquire with out such tactics.There are enough anxiety inducing aspects of this business to add another to the pile!

@Adam Thies  thanks -  1)  get pre approved with a lender  as a first  step to make sure you can  get the approval needed  and also to become familair with all the  process and the numbers   2) since you arent married - I would also  consider drafting  up something that will outline  what each of  you contributes and  also what would  happen to the property  should you split   ( likely  to not happen  but  I have seen many situations that  non married partners  split without any formal agreement and this creates  lots of  added  stress /  anxiety and distrust  ...good luck

There was a lot of anxiety about the last assessment, but they didn't really go up that much. 

Work hard to ease their anxieties once the sale is complete - it's stressful for tenants to go through the sale process when they have very little control over it.