Thanks jheuer. I couldn't say it better than you We seem to have a very similar workflow
I work on building an app and supporting our customers along their adoption path which means many screenshots of UI, emails, etc. that need to be caught and dragged into our main work stream (our own work tracking app) to discuss, organize and get related actions completed. Adding context can happen at different steps using annotations and/or commenting, or documenting the action required for example.
Direct annotation, right after capture, before and without having to Save to Evernote first, is a real plus of using Skitch.
I'll seriously explore the top bar Clipper of Evernote Mac app, even though I have the preliminary feeling it work well for unannotated screenshots as well as sequences of screenshots, but a bit less well for annotated that will require many additional steps to save, switch window, locate and select note, select screenshot inside the note, right click to start annotating [...] close, copy (but not drag and drop) I think I'll give it a try anyway to prepare for the future... Plus I like the idea of Evernote doing it all-in-one.