Anil Dash has written up some complaints about installing the GIMP on Windows.
Special care should be used while reading that, because he does go through several very valid points:
But his apparent conclusion — that someone who chooses to use exclusively Free software is doesn’t “give a shit” about their “quality of life” — should be handled with caution given that it does not follow in any way from his experience with the GIMP.
If I had to rate the installation processes of the various operating systems I’ve used, it’d look something like this:
apt-get install on a Debian-based Linux distribution blows everyone out of the water.
yum install on Red Hat/Fedora Linuxes is pretty darned good.
Does this mean that popular pieces of Free software have no usability problems, or are in need of no usability improvements? Of course not. But dismissing the lot of it over an install process on Windows is… well, going out on a limb just a tiny bit.
And yes, I have been exposed to sunlight. My history of sexual congress with other human beings, however, is something only my hairdresser knows for sure.
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I don’t think you want to have any experiences with install processes worse than Windows. Though, to be fair, restarts for minor installations mostly went the way of the Dodo in 2001 with Windows XP.