I used to have just Errands, now I have
Stores (alert when I arrive in a medium area)
Hardware (a keyword search)
Cooking (a keyword search)...
Towns (alert when arrive with a large area)
town1 (actual location of downtown)
Home Depot (the actual location, there is only one here)
town2... (actual location of downtown)
But I've also got:
House (alert when I arrive/leave a small area)
and something similar for the Workplace for those tasks I want to remind myself of when I get in the car but which may not alert if I just drive by a place.
It certainly has become more involved, but much more useful, too.