From a blog post by Eugueny Kontsevoy:
Most of curious souls who try to compare Linux to Windows usually start by picking Windows features one by one and comparing them to how Linux does that. That's just wrong. Because there are things (at least in Ubuntu/Debian) that Windows simply doesn't do. Take their package management system for instance. Finding free software and installing/removing it from a central repository is awesome. Windows, with its always broken registry and freakish MSI, makes it scary and generally "not safe" to install new software. In fact, Windows gradually gets more and more broken as you install something. Hey, computer geeks, how often do you get a call from a friend, complaining that "My Windows computer got a lot slower"? And what can be said about an OS that discourages you from installing software on it?
Exactly! I can remember just the other day thinking to myself how superior the Debian package management system was (as exemplified by Synaptic on Ubuntu) when compared to the program installation and remove system on Windows. The dependencies seemed to be tracked precisely and you are given the option of doing a complete removal which also deletes any associated configuration files that have been created.