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Screenshots 

Kieran:

This is so fast and easy to use. I highly recommend it.... Besides Cmd-Shift-4 and Cmd-Ctrl-Shift-4, I use Skitch when I want to annotate partial screenshots with arrows, notes, ovals, rectabgles, etc. ...... it is so fast to do stuff that I often use it as I assist remote dev team colleagues on iChat ...... it is faster than typing.

http://www.skitch.com/

For example:
1) Enter Skitch select mode
2) Drag screen selection
3) Upon mouse release, Skitch pops up with the image
4) Annotate
5) Drag the drag handle on bottom of skitch window to the iChat message field
6) Click in the iChat field to place cursor after image icon and hit return.

This can all be done in smooth workflow of ~ 10 to 20 seconds