(Your income will be $10k higher if you self manage, but as I mentioned before, you earn that $10k by acting as your own PM. 

I notice that you mention two different states when you are talking about house hacking.

-In speaking with investors, others have experienced some of the same issues mentioned throughout. 

Certainly contact the HI and see what he has to say....you may not get far but worth a try.On the other hand, you mention 'exposed wires'....where are they?

I'll add on to what the other Ben said and mention that there are exceptions based on the # of days that you rent out your home to where the income/expenses are excludable (being lesser of 14 days or 10% of total usage if under 140 personal use days).

Santarelli, in two YouTube videos explains the promissory notes investment opportunity (Link), and mentions some of his other ventures including, “cannabis and crypto investing” and producing/co-producing six new Broadway musicals.

With that being said I'll obviously be focusing on out of state.I know Ohio is mentioned a lot around here, specifically Columbus, and I'm an Ohio State alum, so that would be pretty cool to secure my first property in Ohio.

There is a certain entitlement mentality and a long-term frustration mindset where they often times will mention repairs previous owners "promised" to make, etc. 

I saw one post where someone mentioned using AppFolio’s bulk upload with a custom spreadsheet, but I imagine there are a lot of different ways people do this.I feel like I might be overcomplicating things, so I’d love to hear how others handle it.

There is a ton of info on this site, as well as a meet up that others have mentioned.