@Natasha Rooney rates will also be different depending on if you have Credit or not.

I've seen insurance premiums for flood go up to 5-6k on a regular single family home depending on the area. 

If you did not and it’s unsecured debt you could be out of luck on some or all of the money as depending on his situation unsecured creditors in a bk may receive pennies on the dollar depending on what he can afford and if converted to a ch 7 you would get wiped out.Even in 2nd position he could argue the property is underwater and wipe out your lien.

I hadn't planned on using Airbnb or VRBO, but I suppose this could change depending on my progress using Furnished Finder.

Depends on your long term goals, risk tolerance, experience and market. 

Quote from @Clarissa Finks:This all depends on what you need it for really..

@Jonathan GreeneThe short answer is it will depend on a few things like the tools and listing platforms that you're usingMy current workflow involves many tools (including Monday.com, Baselane, and Furnished plus other listing platforms).

Depending on what aspects you would like them to handle vs you then you may be able to negotiate that 20% down lower.Alternatively, look into medium term rentals.

Depending on where it appears in the room , you may have to remove the LVP and do the whole room again after the subfloor is repaired.

So to sum it up identify the type of investor you would want to work with and depending on who you choose to work with there needs will differ.