Congrats on achieving a comfortable financial situation.Condos are actually riskier than single family rentals. 

When advised to claim from Renters insurance, Tenant wants my Landlord insurance policy number and claim number, which I am not comfortable giving.

Frankly, if you are proceeding with a transaction and you are NOT comfortable, do not proceed. 

Hey @Jonathan Baptiste, so we are a bit different than some.We have a large house that can sleep 12 comfortably and we provide a lot of stuff.

I would only recommend moving on this if you are comfortable owning it for the long term.

Deviations from the Private Letter Rulings will significantly increase your risk of structuring this type of advanced 1031 exchange.You should discuss this more advanced 1031 Exchange structure in greater detail with your legal, tax and financial advisors to determine your comfort level with this complicated 1031 Exchange structure and the inherent risks involved.

But I generally don't find that clients need to spend that much money on the process when some simple coaching can make them comfortable in their search.

Get out of your comfort zone.

Off market deals usually have nonrefundable deposits and a clunkier process that isn't as suited for out of state people until they have good contacts in the area to evaluate the property (mostly contractors that feel comfortable evaluating projects for you).

LTV & CreditEliminate the emotion and treat this like the business it is.In my opinion it does not matter who the borrower is as long as they have a track record of ATR (Credit)And I feel comfortable with the leverage (LTV)