Sorry, maybe my reaction to the post title was so visceral I didn't read the finer points. My concerns that I wrote down were actually my wifes concerns, they always seem to have the final say in who takes care of the kids if both parents aren't around. I'm sure my level of trust will improve as my daughter gets older but at this age (2) I wouldn't leave her with anybody for her sake and for the sitters sake.

With respect to AirBnB and car-sharing schemes and the like - there's an order of magnitude difference in how much I care if my house/car gets trashed vs something happening to my daughter. Sure I care in the first case, but I personally can see tech overcoming that.