You're going to have that challenge no matter when your contemplating a sale.So the key is something you hinted at in your op. 

I would challenge you to find a single successful lawsuit where a landlord is responsible for children in his or her property just because he or she knows a non-parent lives there.  

Preferably a traditional side by side duplex or triplex or a property that would allow an Airbnb with a private entrance (not a rent by the room fan).I’m not looking to buy until the next 8-12 months and know the current multi-family supply is quite limited making it even more of a challenge.

Hello,Currently I am running a rooming house and have found thus far the biggest challenge has been marketing.

Right now, I would not be in a position to challenge my GCs on anything in the scope of work.

I have a challenging staircase design and swimming pool room. 

Overall, CA laws try to promote ADUs to help address the affordable housing shortage but local jurisdictions can make it challenging.

Challenges?

Which part of the process do you think is the most challenging?

Challenges?