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Thank you very much for describing the way you use flags and contexts.

I'm using the default People context in the same way you're using Agenda. I have a sub-context for most of my friends and colleagues so I can just press their context and see all the relevant actions whenever I meet them.

I'm having some trouble with the Mac and Online contexts though. I got an iPod Touch this week, so now I have two different online environments.
I'm considering the following setup:
- Online (for the Mac & iPod Touch)
- Email
- Mac (for actions where I need to be on my Mac, regardless of whether they're online or offline actions; my Mac is almost always online)

I noticed that you have Online and Offline sub-contexts under your Mac. Do you gain a lot by differentiating them there? I'd like to avoid having two different online contexts.