The next day I tried again. Same problem. It got so bad, I actually started submitting the crash reports :-) Then I contacted technical support. They pointed me to a beta version of the app. I installed and have been running it ever since. Works like a charm.
So if you are an OmniGraffle user, I'd recommend you get the beta, especially if you're experiencing any crashes.
As for the overall experience, it was pretty good. Ideally, the app would alert me to beta builds as well as official updates, especially if it noticed the multiple crashes. And also ideally, the crash report system would alert me to the beta as well. But at least I did get the info eventually, and quickly.
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