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phpBB had a MAJOR security vulnerability 2-3 years ago that basically left a lot of web servers wide open. I remember working for a hosting company at the time and customers' web sites just started disappearing and being defaced. Some companies even went ahead and banned phpBB from their servers.
Of course, that was a long time ago and I'm sure phpBB developers have learned their lesson. They have pretty strict rules about what is expected of all developers now.
phpBB 3 beta looks spectacular, completely css-driven and table-less design (with apparently a few flaws in IE7). It looks web2.0-ready.
vBulletin 2.x was awesome, it was leaps and bounds better than any other bulletin board script out there. After that though, it's on the trail of new features. vBulletin support team is pretty quick though.
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