Rotation of an object does not "remember" how it was originally created if you use the Transform Rotate panel. It would be great if you use this feature that it would remember the original orientation of the object (like in Flash).
This may be settled by creating a "Rotation Live Effect". It sounds ridiculous, but now that I've been using AI for 4 years (after using Corel for 17 years) I'm finally getting used to how AI "thinks" (or is forced to think by clinging to it's original code) and this seems the only way it's likely to happen.
Live Effects seems to be AI's way of being more like Corel Draw and Freehand. A Rotation Live Effect Would at least remember an object's original rotation or current rotation. Of course we would need to use it interactively so I guess that means adding yet another tool. We could then use the Eye Dropper to copy the rotation of another object (which is an obvious must).
I have to say, though, finally after 4 years I'm beginning to see Adobe is trying to make AI 'make sense' like Corel and Freehand by adding 'absurd multi-stepped work-arounds'. Like AI's ridiculously huge and invasive bounding boxes around Type (font metrics box?) by adding the Outline Object effect just to make text align to other objects properly. Me, I add Outline Object to mostly every piece of text I create just to get the bounding box closer and have an easier time of moving different type elements closer together. But i have to say I was OVERJOYED when I discovered Outline Object, even though it was an extra step with an extra requirement (keep Preview Bounds switched on). So even if they come up with a Rotation Effect, in the end it's what we need and at least we'll be able to the job done, albeit after a few extra steps.
Well you would think that rotated objects in Illustrator must know their rotation because their bounding boxes are crooked and it is possible to reset the bounding boxes. How can that work and yet there isn't a simple way to 0 the rotation of an object?
True! But for some reason the Transform Panel always snaps back to 0˚ after you rotate something, whether you use the panel or the bounding box to rotate. Seems they have the technology, they're just not doing anything with it.
The bizarre thing is, if you rotate the object using the Selection Tool rather than the Rotate Tool, the tool tip shows its absolute angle rather than its relative one. So the Illustrator file *does* have this information! Why can't we use it?
According to me, the band Adobe Illustrator do not you just too proud to repeat what eg Corel had from the beginning. (or patent rights).
The same applies to many features to Ai, which kind of obvious they were introduced years later and after many thousands of obvious user requests.
Please look at the table of the new features. http://en.wikipedia.org/wiki/Adobe_Illustrator
By me really little lacking to Ai became an ideal program, so that small things really irritate obvious in everyday work, as if it was a brand new program and no tradition of graphic work.
Annoying is the fact that Illustrator does not carry the the new features with the option to add and vote.
Fingers crossed that the new business model of Adobe CC will be free from the problems of marketing to make changes in order to maintain sales at a high level.