Thank you. Just for the visual side of things, here is a screenshot of what I currently have to do (unless I am overlooking something?). I like combining the darkness of a freehand callout, with the bright highlight of having a border, it just makes it pop for the user, especially when watching on smaller screens.
As you can see, I have to create the callout and draw a freehand box, then have to create an annotation, line them up, etc. Because I want to do this in Screenflow, I have given up on rounded corners for now (see my other feature request).
And I can't save this as a style, or a compound clip and easily reuse. So every callout is a multi-step process of alignment and timing.
Having borders around freehand callouts (with the option for rounded corners please)? 2 seconds of work, save as a style, done.
Unless, of course, I am overlooking something really obvious.
I hope this feature makes it into 10 in the future. For now, there is not much use in upgrading (for me).