I'm going to try and get at least one more competing quote for a replacement policy (at least two brokers won't quote it due to building age).  

Perhaps it doesn't matter if it's the LLC or an individual if both are disqualified individuals relative to the IRA.Once again, I greatly appreciate your feedback.

I would not use this to make individual investment decisions, but rather as a tool to help me think about my investing strategy at a macro level.

For context — it is a group of 5 individuals that will start this journey with me.

I think the primary decision everyone has to make now is whether it makes more sense to keep taking a chance competing for bookings over the next few months, or convert to medium term (1-3 month) and long term (1 year) stays. 

Think of each property as their own small business, and try your best to have a 3 month reserve for each individual property's mortgage.

Wholesaler –Individuals or Companies that have Properties Under Contract.

Our ability to work with a tenant is greatly increased when that tenant shows that they care about our situation and seeks to fulfill their financial obligations by utilizing programs intended for that purpose, rather than choosing to put us in a situation where we lack the funds necessary to pay the bills associated with the rental property.3) The NH state government has issued an order to provide "immediate access to unemployment benefits to individuals who are unable to work or who have reduced hours due to the COVID-19 pandemic".

Not enough current cashflow or too much of a headache to manage in reality.ClassesA+: hearing more about this as developers try to differentiate from the competion.

It will vary a lot depending on the individual lenders.