2-I am trying to position to the Buyers to take it as-is: home has been used as a 2 family since its construction and I just bought it 2 years ago with this not coming up. 

Is there a type of mortgage insurance or bond you can get for owner financing that secures his position? 

if you're not in a strong financial position, it's probably more difficult to be confident.That's a great point.

They were all non performing - many renovation loans where little reno was done and maturity date already passed - guessing it was inexperienced borrowers learning how to flip and were getting "easy" money. ya they took me out of about 14 of my deals and well being that I was getting paid it was not my place to coach them they made loans far in excess of my positions. 

You can offset the passive losses from one rental against the positive income from another rental.Therefore, you will likely have a net $3,000 loss across all the three rentals which you would carry forward.If your depreciation was more than $3,000, you basically made cash-flow or rental income that was not taxed, which is good.Best of luck

If it's empty one month you loose a whole year of positive cash flow.  

Quote from @Bryant Brislin: Land in the path of development that may seem a little far out, but your gut/intution and common sense from an urban planning perspective tells you that some day, whether it's in 10 years, 20 years, etc it will be a great long-term position for your family to have and hopefully sell at a signifcant multiple return compared to what you've paid for it.

prices are high, interest rates are high, there is tremendous demand for inventory by both retail / primary buyers and investors, good contractors are booked up, some materials are still expensive. ' can't we just be honest that (1) if you are in a strong financial position, then yes, RE is still a good investment and ALSO  (2) it's way more difficult than it was in 2016? 

Hey @Chris Packer, with your building’s appreciation and solid lease potential, you’re in a great position, even with the cash crunch.

Your sitting at about 40% equity position.