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@JacobJanTuinstra The oldest flags right now are from Oct 16, but we don't always handle them in order. Some flags also go to the 10k queue, but migrating to Web Apps is a moderator-only option.
@Undo I remember feeling like I was failing the first time we let the flag queue hit 20 flags. Now I can't remember the last time we had it cleared. :)
The problem is that flags keep coming in, @Undo. As Bill noted, we are working on some improvements to this UI; prioritizing flags by author "weight" didn't really accomplish much, but we don't exactly have an effective replacement - what's really needed is a way to quickly group flags by task so they can be dealt with quickly and efficiently. I wrote up a quick script & cleared out ~100 pending migration flags last night (including the OP's) - that's the sort of thing that needs to get built into the system itself.