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All great responses, thank you whpalmer4, richlin71, and AE Thanh. After reading your posts I really looked at my contexts on how I have them setup. The biggest issue I am having is the "cross over" problem I would call it.

Ex. I have an email that I want to send out to a client who lets say is Fred. I can either
A) Draft and send the email from my Mac
or
B) Draft and send the email from my iPhone.

Here it really doesn't matter whether I perform this on my Mac or my iPhone. So I setup a "Mac/iPhone" context in which has email, draft, offline, and online. So basically if I can perform the action on both devices I will list it here.

However, there are certain actions that can be only performed on one or the other (Mac and iPhone) so I also have a context for each one of those and also have the same sub-contexts below them.

Overall does this work for me? It seems to work OK (maybe a 6 out of 10), but I wanted to hear how others have tackled this situation because many of the members have even more devices as we can see.

Is there any feedback on how you handle a situation like that "crossover"?