The set up is essential.

This essentially means the net operating income (numerator of value equation)  will outrun the cap rate (denominator) and @Brian Burke’s backseat driver (interest rate). 

The setup is a little funky for upstairs/downstairs as the downstairs is a mother in law unit essentially so the place has 2 full kitchen as well.I already have the numbers crunched for the LTR and what it would generate on that.

I would say someone who just builds buyers lists is essentially one half (the easier half) of a bird-dog/wholesaler.

AND especially if you are comparing house-hacking to purchasing a primary residence.My wife and I have had very similar conversations in which I was bullish on house-hacking and she preferred not to 'risk' our family's safety.

We were paying $1300 monthly at our last place, so this is essentially cashflowing us $1340 monthly.

That is for your safety, and depends on how comfortable you feel for the amount needed. 

Window units are an eyesore both inside and out, and from a safety standpoint a lot of tenants don't like them. 

Remember that required minimum distributions do not start until 72 - you will have more than a decade to remove as much or as little from your 401k penalty free as YOU choose (hence, essentially picking the rate at which you will be taxed).   

Part of why licensing is important for brokers, which is what "wholesalers" essentially are.