I've never jailbroken without some kind of incident. Once I killed my battery, once my contact pictures all changed, once my media went all screwy and I couldn't view or listen to anything in a browser that wasn't a YouTube video. All times the device got more crash-prone. I found no app besides mywi that was worth the trouble.
I would say I'm in the minority as I've never talked to anybody with my level of problems.
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