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Kludges? You want kludges, we got kludges :-)

Go to context mode. Select all of the actions you want to do in order. Edit->Copy. Now make a new window, switch it to Project mode, and make a new project. Paste in those actions you've got on the clipboard. Rearrange to suit. Do everything in the project, working out of project mode. Go back to your context mode window and mark off the originals as completed. This is easiest if the stuff you copied and pasted is readily identified (such as the contents of the "due today" or "start today" groups, for example). A smart guy like you could whip up a script that automated the cleanup, too.

No question it would be easier (for the users, if not the developers) if you could just drag things around in Context mode, but if you have a pressing need, waiting around for even the most responsive developer to get to your wish list doesn't work. That's where my bespoke baling wire and chewing gum designs come into their own :-)