Greg - I was looking at the screencast for your uploading tool and think it's done pretty well.
Just a thought - the URL field could be auto-populated if we are capturing a web page. And for the tags, it could fetch suggestions from del.icio.us if people have already saved that page on del.icio.us before.
albums are very useful and can deal with multiple screenshot topics. tags give more concrete information and doesn't deal right with screenshot clutter.
look at newest polish photo gallery:
* create album
* upload directly
* upload to selected album
Love the app so far... here are a few ideas. Perhaps if the new ScrnShots Desktop emulated a few other capture tools, us screenshot junkies would even need the others...
Specifically, in Skitch you can click on the title bar of any window or desktop and it grabs the whole thing - really quick and easy. With Paparazzi, you enter a URL and give it size parameters and pow - PNG. Both of these features would greatly add to the ScrnShots Desktop yumminess.