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I used to have just Errands, now I have
Errands
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)
Leaving
Arriving

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.