I'm a big fan of the Skitch screenshot/annotation tool on the Mac; while there are countless ways to make and share quick image captures, Skitch combines the features I need most often with an accessible and friendly interface. The original 2007 beta lingered in pre-release form before finally going 1.0 last year, and the Skitch platform was acquired by Evernote back in August 2011.
Starting today, that same Skitch goodness is available for free on the iPad. Skitch for iPad lets you quickly crop, annotate and share