S-Corps are generally for active income (think Flip, Real Estate Agrent) andLLCs are generally for passive income (like rentals/STRs)The LLC and insurance is what investors are calling “Asset Protection” and it’s something you’ll want to invest in.

Companies like State Farm, Allstate, or Chubb often come up in conversations, but comparing quotes with independent brokers might give you the best value.Since you're in a general partnership, it”s critical to clearly define liability exposure.

Similarly, if you put several Class D tenants in a Class A 4-plex, what do you think will happen to the property?

I also have a few older homes I think I have a couple built in the 1910's. 

Understood I made a bad move here as this was first investment so didnt think much except at the location for longterm growth or possibly I move there as part relocation.

Quote from @Sebastian Bennett: I've been thinking about getting a real estate license.

I think it is more beneficial to save for the downpayment + 6 months reserves and closing costs.

I think John Bianchi and Taylor Jones are both lights-out good in the space, but the buy-in to hire them is steep and it should be.

Instead of evicting them, i was thinking is there some way that I could rent it back to him for very cheap (mainly to cover just the taxes/ insurance) ie 2k a year rather than the going rate of 2k a month for similar properties.

Far too many get stuck in the "paralysis by analysis" stage, thinking they just don't know enough to get started.