Gentoo is a great system. I use it on my "Rosetta" machine - a late model
P4 with nearly every type of port and drive - SCSI DATs, Firewire, external
SATA and IDE, ZIP and Jaz, GPIB, Token Ring and ATM cards - with a custom
kernel compiled to access pretty much anything you can plug into it. The
system has a huge chain of dependencies set as I want to support
everything, and everything compiles and works just fine. I even have a
crazy dual-toolchain setup where some libraries are compiled with the Intel
compiler (for a nice 20-40% speed boost on media transcoding) no problems
there either.
I also use regular Ubuntu to play around with, Mythbuntu on a PVR and
Debian on a small file server. I can't say I have any more problems with
Gentoo than on any of my other systems.