Our director loves FreeBSD, and we actually use it for firewalls, so it's not a spectacularly hard sell. I'm not sure it's significantly different from the problems of Stream to make it worthwhile, at least not without some external patching and support entity in addition, but it's been a long time since I looked at the specifics of their packaging and ports systems. I don't actually mind something like Stream for a personal server actually. It's just when trying to manage a fleet in the tens and hundreds when it becomes a real liability and increased possible admin support load IMO.
Honestly, having built some packages and maintaining a derivative provided me more insight than a regular user, but even before that I was using Debian without any problems.
BTW, Ubuntu is not Debian with a different UI. They're pretty different on fundamental things, even.
I have to admit, while I share a lot of the values of Debian, I never really liked the product. Especially the apt package mangler, err, manager. They've also carried some Debian in-house patches that really caused me some grief in the past.
I've started running FreeBSD on my personal servers. Unfortunately it's not an option at work.