Do you think this issue is specific to banking services or what do you think is the root cause?

For a land cost of $150k, how would you think about how much the completed home would need to sell for to make that land cost worth it?

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

I was thinking of starting a rent increase for my 1 bedroom tenant voucher due it being low and well under fair market value(Based on  hud and zip code) but my tenant is in the process of having a caretaker for her disability and getting approved for a two bedroom voucher.

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. 

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.

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.

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.