I feel like those kind of fixes can be estimated when getting a house inspected and appraised. knowing when a new water heater was put in or when a roof was replaced, these all have life expectancies and yes accidents happen but if this is happening on a regular basis for you, like I said, I have concerns.

Regular check-ins and setting clear expectations have helped me. 

I know the city inside out and lived there for 20 years, visiting regularly.

And I’d imagine a bit less in closing cost since unlike a regular loan there aren’t normally closing cost but a 0.5% Va funding fee.

Batteries last 6-8 months with regular use4.

A "regular, average" buyer would need to put 20% down on an investment property. 

I agree with all your reasons to offer SF as a seller, just research what methods of conveyance your state has available which offers more seller protections.If I just had a regular note and DofT I don't know if I'd do it. 

That’s word for word how it’s written.So as a regular guy reading it, it reads clear that it’s sold to me on that day, but with the opportunity to redeem back by the delinquent tax payer….but who knows 🤷‍♂️ . 

Yes, you could also do just a regular FHA or conventional in the same city (non multi) with something showing that the family situation has changed

- Total 6 yrs  i.e 4 yrs (75% was rental and 25% primary) + 2yrs (100% primary)- $300k capital gain / 6yrs is the net gain per yr - $200K for 4 rental yrs + $100k for 2 primary yrs- So $150k (75% of $200k) is taxable and the remaining $50K (i.e 25 % primary) + $100K (2 yrs 100% primary) i.e $150k in total will be tax-free?