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John, yes, what you said is what I'm talking about.

If the style inspector isn't already showing, I agree that Omnigraffle shouldn't pop one up. What I meant was, if the style inspector window is already visible and if I start drawing, say, a connector, the inspector should change its context appropriately for the connector--ie., as though I had chosen the "Inspect Style" menu from the triangle-pulldown in the toolbar.

As it is now, the default style inspector shows nothing useful while I'm drawing (content is greyed out).

Bart