I think the problem is that Debian is trying to be the "Universal OS," so it's trying to cater not just to people who want an easy install for their standard x86 desktop machine, but also to people who want the ENTIRE Debian archive on CD/DVD (maybe their machine will never connect to the 'net?), people who need to run on twelve different architectures, etc. When you try to please everyone, you often end up pissing everyone off.
On the other hand, I'd say Debian does a fantastic job at trying to be the right OS for everyone. If you sift through all the info on those saturated pages, it IS possible to get what you want. For instance, I did this:
debian.org -> Getting Debian (./distrib/) -> CD Images over BitTorrent (./CD/torrent-cd), BTW this page tells you you only really need the first CD -> amd64 -> CD1 and boom I'm downloading an ISO. Along the way they also link you to the install guide which, again, contains a lot of info for a lot of different installation types. I guess the main problem with Debian is that it tries to do too much and doesn't have enough on its website to direct people towards targeted info for their specific type of install. On the other hand, sometimes Debian can do things you thought no OS could do, precisely because it IS the "Universal OS." I'm a fan.