By the bigger pockets calculator, I'm seeing the property at 11% cap, ~30% cash on cash ROI with ~$2,500 monthly cash flow.

Vincent, first off joining Bigger Pockets is the best thing for you.

@Pradyumna VanamWelcome to Bigger Pockets.

I just want to use those to get to the point I can buy bigger numbers of multifamily units.

I am brand new to Bigger Pockets and new to investing.

Well here I am on Bigger Pockets.

but someone over paying will always happen.just like you if you paid over 37k for your property were you live you paid way to much.. that's how much my parents paid for their house in Cupertino.. and I I paid 185k for my first house in Palo Alto and 80k for my first house in Milpitas etc etc.. someone at some point will always over pay.. they will make a mistake if they have to sell.. if you buy at a top you don't want to sell in a dip... but if your forced to then yes you over paid and are going to take a loss.

Best way to improve on losses is to supplement your income by house-hacking. 

I am new to Bigger Pockets, but have lurked for awhile. 

A tip that I received from one of the Bigger Pockets' books was to include a family picture at the bottom of your letter.