@Zach Taylor welcome! Congrats on choosing to house hack. I believe it's an amazing way to invest into a property. I am currently house hacking in the near west suburbs of Chicago (La Grange). I suggest you reach out and get together with realtors and lenders that make deals around the city. Preferably some that deal with investors and house hackers. Biggerpockets is a great place to look for them. The good ones will help you zone in on major points needed to move forward. I think you should figure out what specific areas you want to start looking to buy in, what kind of property you can mentally and financially afford to get into, and other things that will help you gauge where you stand. All these things can be figured out through guidance from a good realtor and lender.
A lot of this depends on where you personally stand, level of risk you're willing to take on, whether you have a network of contractors and professionals that can help you, how handy are you, your previous experience, and a lot more. Again, if you lay all this out with your realtor/investor contact they should be able to help you figure out what you really want to shoot for.
If you have access to cash, then a fixer might be a good place to start to force appreciation. If you don't have much cash but your lender says you can afford a fixed up property with an FHA loan then that might be the way to go. If you have friends looking for a place to stay, then maybe hacking by the room might be something to look into. If you want great, long-term, tenants then you might have to look in particular areas and particular types of units. There is a lot that can go into these things but I think by going the house hacking route you're already thinking the right way.
I chose a property with very little repairs needed in a great neighborhood. There was a lot of reasons for me choosing the property I did and I didn't find it very easily. If I would of had more risk tolerance I might have been able to get a higher income to expense ratio but I preferred going with a safer neighborhood and a better possible tenant pool.