And if I was being selfish, I would go with 4, 3, 2, and 5. :)
The DataAssist upgrade is a must in my opinion. That is the core tool of a designer creating sites with custom content management features.
The SecurityAssist upgrade really fall in line with the last statement. I think those of us creating CMS solutions and other log in features for our customers almost always use encryption... this would be just awesome to not have to go through so many modification steps.
My feelings about the CK Editor being implemented is that it just looks and works smoother. I know that sometimes looks only count for so much, but the GUI is what the customer sees and is a lot of time how they judge how good something is or isn't.
I would love to see an email solution that is both robust and practical. But, this would have to be real good to get me away from the paid services I currently use. While I currently pay for a monthly service, I also have confidence in the system I use.
All in all, I think all of things mentioned here look like good ideas and hope they all can come to fruition sooner than later.