I am getting used to the idea that there is really no such a thing as a “one size fits all” approach to real estate action items.

If your numbers are accurate you would have a producing asset with no money.  

Goal #2 take action and tell the world ( you guys)!

Look at appreciation rates in both areas in addition to cash flow you would produce.

:)I've talked to 2 mortgage loan officers and they both say that it can't be for a 4plex, because it can not be income producing or an investment property, even though I mentioned I would be living there.

As a 23-year-old newbie investor looking for his first investment property and who has never felt the impact of a market crash or recession before (except when my parents cut down our expenses during the 2008 crisis), I'm unsure if I should be taking action or not. 

There's not a ton of Connecticut - based action on this forum so I get excited when I find a "local" lol. 

Better yet, if you’ve bought property before produce a credibility book that showcases your portfolio and your numbers.4.)

I'd be interested to know if the commitment and policy for the new purchaser will have an exception and affirmative coverage for the USAA mtg so the proposed insured will at least be aware and hopefully understand the very real possibility of a foreclosure action being brought by USAA. 

Is it something that can produce an ok annual income?