.:: Onsite Bourbon Bar: Neat Bourbon Bar/Bottle Shop:: 3,000 sqft Gameyard + 750 sqft Rooftop Deck:: 6 Luxury Suites w/ 4 Package Options:: Phase 2 will bring 4 more suites that can sleep an add'l sleep 20+ guests (next winter) What made you interested in investing in this type of deal?

Is there another form of insurance that would be sufficient? 

Do you all have an emergency contact while you are sleeping?

Give them a hard deadline to pay in full (30 days should be sufficient).

This feels sufficient to me, as I'm also pretty handy and self-manage, and if a bunch of simultaneous repairs were needed, I would like dig in and try to do some of them myself. 

One owner occupying one unit will be sufficient.

Purchase price of $1.2 mil, I have W-2 + rental income sufficient for the loan, and I'm hoping to do 20% down, but may be able to do 25% (I would prefer not to).

Zero  were tri's and quads mainly due to the self sufficiency rule for a primary residence.Regarding you question for analyzing, I have a comprehensive spreadsheet we build tailored towards House Hacking along with a youtube video tutorial how to use it.

I had a terrible experience with full service property managers, I sleep much better self-managing but there are certain things I'm just not willing to travel for.

With self sufficiency rules for 3 and 4 flats, those are going to be priced out.