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Hmm.. Someone from Omni Group may need to jump into this, as I can't recreate the issue, and don't have access to an older version of Omnigraffle. What version are you using? I'll send them a quick email when I get a chance.

If you give them all the same color, does it work? It seems as though you've got ligature support, and it's being activated, but something is breaking the context between the plusses. Perhaps some option that is off by default, which may explain why it works on my fresh install of the trial. Note, I'm not suggesting to restore Omnigraffle to default settings, just thinking out loud.

Please let me know if it works on your colleague's computer.