I am looking for a simple/fast, free solution that will allow me to get screenshots from different windows, crop areas that are interesting to me and adding some comments to them.
It's main use case would be to track UI changes in applications, so it would be a good idea to support layers.
On Windows I was using Paint.NET but this is not available on OS X. Also, do not recommend GIMP, it's free but not simple and loads really slowly.
Best Answer
Use Apple's built-in
Grab.app
to capture screenshots, Apple's built-inPreview.app
to crop, and the open-sourceInkscape
to annotate the bitmap.