> ....The amount of times that he has a non-working box (ie: something he depends on is broken) after a upgrade with Fedora is considerably more...
Are you referring to upgrades from Fedora X to Fedora X+1 here, or are you referring to the nightly-ish "download and apply the latest set of updated packages to Fedora X"
From my experience, the latter breaking things is quite rare, usually due to an upstream bug, while the former is more common, but at the same time, is to be expected.