In general, load-bearing spans on two-story houses up to 13' will need LVLs (similar) and bearing posts. 

When using a Roth IRA, your Roth IRA is a tax-exempt entity, therefore, any depreciation deductions that pass through the LLC, can't be used on your personal tax return.

Should I get a turnkey house or something to fix up?

For me personally, I am looking to do a furnished unit and use my creativity to design a unit.

A reasonable person would assume if my rental burned down a couple months ago they would've left me on the hook for it all, meanwhile paid for the coverage all year long.

If it sells, especially at that high price, it will be to an out-of-state investor who does not know better, and they will compare it to the pricing they could pay for a similar house in their local area. 

Do you require a personal guarantee? 

Hi I own a rental apartment in an HOA complex that is rented out to a person who is part of state funded DDS program.

The house has been through two hurricanes now with no damage or flooding, so it is pretty low risk from that standpoint.

That will vary for each person.