Or at least just getting all of your thoughts and numbers on paper (or in a spreadsheet) and mapped out over the time period you're talking about, I think would be a very helpful exercise for you.

(2) Does anyone have any best practices or tips on dealing with rental properties and tenants that have been impacted by a natural disaster?

Property management is not a joint exercise between you and them.

There are some lenders that will do a DSCR loan with an option to purchase as long as they can't exercise the option for longer than one year.

Anyone reading this thread should make it a point to read your state's real estate contract practice book or at minimum pull a list of all C.A.R. forms from the internet and read the title of each form and pick a few to read line by line to begin understanding the contract language. 

Find Brandon's videos on YouTube for the "four square" method of analyzing homes and practice.

Practice with real listings in Indianapolis and focus on market knowledge.

Next let’s talk about their shady business practices.

If direct bookings are an important part of your business strategy, it might be worth exploring other platforms or reaching out to VRBO for further clarification on their monitoring practices and commission policies.Hope this helps!

They're not required for single-member LLCs, but it is best practice.