As long as you don't lose money. 

If you build a buyer's list and you send them deals where the repair costs aren't close, you will lose them.

You can lose your butt out here if you don't buy right.

Better to get what you can, than to lose it all.

, it's still highly unlikely that an appraiser would have given value to this bathroom in any case, so we're not losing anything from an appraised value standpoint.Seller should be more than OK with it once you educate them on the fact that of all the offers they are evaluating, yours is the only one willing and able to execute a plan to close on-time, without delay, in spite of the flagrantly illegal and unpermitted bathroom.

I feel sorry for the people losing everything in the fires , insurance will go up .But I wish I was the guy  driving this bulldozer ;t=162s

Mailing/emailing a notice to "start the clock" doesn't cost much and should be done to NOT lose time if tenant doesn't pay.

While you might not want to lose the tenant, it'll likely wake her up and rethink things

I wouldn’t go there myself… you lose a lot of control, your house will see a lot more traffic / damage.  

Lose the holier than thou attitude; this is personal finance not a religion3.