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It's not just Microsoft's behavior. Behaviors for ordered and unordered lists are quite simple and pain-free for a boatload of applications. Omnigraffle's current lists behavior is counterproductive. The forced reformatting efforts and the need to restructure content when adding new bullets is not an issue in Visio (or any other application for that matter).

Hopefully, someone from The Omni Group will zone in on our comments and take action. This has got to be a simple fix. Even TextEdit's bullets are pain-free.