My first solution was to buy a tablet PC. I use a sketching program called Alias Sketchbook Pro from Autodesk to make annotations on any design ideas, save the file as a jpeg file and email it out to the others.
But that way, I could make my comments on the design idea, but since my co-workers did not have tablet PCs, the collaboration didn’t quite work.
Last week I experimented with fototagger. It is a small, free application that allows you to annotate photos or any jpeg image. It integrates well with Yahoo’s photo sharing service flickr. The result is what is posted on my account on flickr. The image above is the design of our home page for the upcoming new web-site. Clicking on the picture will take you to the photo in my account on flickr. Take your mouse over the picture to see the annotations.
fototagger allows you to upload the picture with the tags directly to flickr where you can share it with co-workers. flickr has its own tagging feature (called notes) but with fototagger you get much more flexibility and precision.
I may still have to use Alias if I want to draw something as a suggested change to the design, but for the most part I think fototagger + flickr will work just fine. If this works well, I can see us using this in our product UI design as well.