@Bruce Tieuhouse hacking is a great way to get started and I think your plan is great - but I would reset your expectations on the numbers:1. the goal of a house hack isn't to live for free. 

If you are willing to live in one side of a duplex, you could house hack for very little down.

I came to know an Englishman whose business was the purchase of very old, very decrepit houses on rather large estates.

You get most of the benefits from a central AC without the insane talks of installing ductwork in an old house.

My name is Aidan Ahern, I'm based out of Stillwater Oklahoma as I'm a student at Oklahoma State University, and I'm looking to break into real estate investing by way of house hacking a small multi-family!

When you sell that same house, you probably want to have the buyer get a new loan.

When I’d reach out, I would simply say something simple like “I'm looking for fixer-upper houses and can buy it off market for an on market price.

I once bought a distressed house for $14k cash.

I have a property zoned as a duplex that is basically a quadplex, it is one big old house.

This means you would need to refinance the current house into a conventional loan before you can get another FHA loan.