If I order the cases by Milestone, why is Undecided sorted before all other milestones? Technically I can understand this, as Undecided has the lowest numeric value in the database.
But does it make sense?
I think Undecided should be at the bottom instead of the top.
We went back and forth about this at Fog Creek. I think it's a result of it always being that way (historical accident) and the idea that if you haven't even decided where it should go yet that's something you should take care of soon.
[Off the record, I think it should be last, too. :)]
Throwing my hat into the "why is this first" as well. Seeing the archived threads on the topic, clearly this is a contentious issue.
It would be interesting if we took this approach in our home ... pile a bunch of stuff that is "undecided, tbd" at your front door, so that you are forced to step-over and acknowledge the stuff before proceeding to the things you have deliberately sorted. Sure, that approach works well for Stephen Covey & co, but in reality, anyone who lives with a spouse can imagine that it wouldn't last.