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I use two different contexts for each of the people I meet with regularly. One is a subcontext of my Waiting For context, e.g., Waiting For : Alice. I use that context for items that I've delegated to Alice or am otherwise waiting for a response on. The other context is a subcontext of Agenda, e.g., Agenda : Alice. I use this for things that I want to discuss with her in person.

When I meet with Alice, I pull up a context view and select the two Alice-related contexts in the sidebar. This has been working well for me. For my most frequent meetings, I've saved these settings as perspectives. That's particularly handy with the experimental perspectives support in OF iPhone.

Some items for Alice I might handle with an email or phone call. In those cases I'd put the actions in the appropriate context (Online or Phone). I tend to have few of these for any one person, so haven't used subcontexts there yet.
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Cheers,

Curt