I do believe for Townhouse you also own the land versus Condos you are not owning the land .

If they can't find any houses with an ADU, you likely over improved meaning the market did not have the need for a house with an ADU or there is no additional market reaction to people who have ADUs versus not.

That way, you still get to be the nice buyer versus not-nice buyer.

That’s why I was thinking that setting up the LLC to buy the property would ‘satisfy’ the self employment rule, but that would obviously be passive income versus earned income...  

You can run the numbers and see if that makes sense versus buying all cash. 

Yes, a 30 day min would definitely help build the coliving community versus STR higher revenue. 

If we had 10 houses versus 3 or 4, theoretically that could be twice the work. 

@Jonathan Escobar Joining the military should first and foremost be a decision based on stronger motives than a savings difference of 3% on a loan, 0 down with a VA loan versus 3% down with a FHA.

Your current policy should give you the fees to do it so you need to weigh the cost of fees versus opportunity cost you’d miss by not investing in what you want versus paying the fees then investing to make your own returns

But there's a big difference between investing in a REIT versus a "rental property."