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Indeed there is a checkbox for Maintain aspect ration when you scale by value. But I haven't found how to scale proportionally with size grips...

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up vote 5 down vote accepted

Try holding shift while resizing, normally works for most apps.

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I tried most of the keys by now.. no good – Pablo Jun 18 '10 at 13:18
You looked through the manual too? – Christoffer Madsen Jun 18 '10 at 13:18
Manual doesn't say much about scaling by mouse, only by value. – Pablo Jun 18 '10 at 13:22
It seems like the official manual says that it is shift. "Resize and keep aspect ratio ----- Select, then (shift sign)-drag a resize handle!-"… Page 97 – Christoffer Madsen Jun 18 '10 at 13:23
Yes! the shift key works on Omnigraffle. Thanks, it a life saver. – Phani Aug 29 '13 at 6:11

Alternatively export to PDF, then import from PDF and resize.

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