I currently run gentoo on my laptop, and ubuntu on my desktop. I already have lots of experience regarding linux. In a few weeks, Ill be entering university.
Although I find that gentoo is one of the awesomeest distros ever, I have to admit that it requires more maintenance and work than other distros. However, I absolutely adore the fact that I can get the newest software, and that it has high stability. Much of the stuff on my system, like mesa gallium (svn) is only available from gentoo. Only mesa from svn performs well on my laptop (ati mobility 3650). This applies to other libraries and programs as well.
In the end, however, with using gentoo, I lose a lot of compatability, due to the fact that Ubuntu is quite popular. Most devs will package their programs for Ubuntu, or in a RPM. I know that I could simply install the deb/rpm, but a lot of times, it simply doesn't work (adobe air anyone?). Even if they support Ubuntu at the university (UoT), I likely won't be included in the circle of support.
Even though I started off in Linux with Ubuntu, I haven't used it much over the years as I converted to gentoo.
Would it make sense to install gentoo on the desktop instead, then install windows 7 (need it for classes) and Ubuntu onto the laptop (which im brining to university)? or to keep the current setup?