I have been acting as an investor with 20% down on all of them so if it were a 4 unit going as a house hack with a lower down payment that might change things.

The first house I bought, I lived there rent free, AND mortgage free, while renting rooms to other people.

It costs the same thing to fix a hot water heater or remodel a bathroom on a $200K house as a $100K house.   

Does anyone have a suggestion for an app I could use when visiting houses so I could just bring along an iPad and jot down details/notes when I walk through the house and keep track of all the properties I've visited?

I wouldn't spend 2k on it or anything.Yeah I have one particular house where everyone who books it constantly says how pleasantly surprised they are at how nice it is and that it looks so much nicer in person than the photos.

How would I go about getting the money to house hack.

You could sell one house and buy two with that money. 

Very affordable housing. 

hope it works.. but throwing in the affordable housing requirement a lot of times kills the project right there.Also at least in markets I have worked the time lines START from completed submission.. you make your submission and then get an incomplete letter this goes on for months and months soo time lines still extend.. but at least its a step in the right direction hope if works.

That violates fair housing rules.