Migrating to a new OS or computer can be painful when you consider all the customizations you inject over time. There are a handful of products on the market to help you deal with this, at the one-by-one home level, and by the thousands with enterprise migration offerings. Here are a few to check out if your looking for such a solution. ..

Desktop DNA (Unicenter)
Recently acquired from Miramar Systems this tool has been doing the job of helping people migrate settings in a corporate environment for some time. A long history of tackling this problem means more experience as a mature product with knowledge of a large number of applications and the potential problems each might present.

USMT (Microsoft)
USMT is Microsoft's enterprise class migration tool for the automated migration of many systems, typically in an unattended deployment scenario. It's new v3.0 release is specifically for the migration of Microsoft Windows XP and Microsoft Windows Vista systems only.

Easy Transfer (Microsoft)
Easy Transfer is the user end migration tool from Microsoft. This one targeted at individual users-- free of course (hate MS if you want, but they do give a lot away!)

PC Mover (Laplink)
Intended for home use, this actually makes use of USB cable to move your settings and files from one computer to another. It even claims to move your applications.

Easy PC Transfer (Migo Software)
This one migrates files and settings and boasts that is the easiest to use of them all. At a glance, this appears to be the product in the market geared toward the "non-technical" user.

PC Transplant Pro (Altiris)
PC Transplant has been around for a few years now and offers all the command line and configuration file support you'd expect to help automate migrations on a large scale (for use with or without Altiris' enterprise management framework).

Migration Studio (Tranxition)
One of the only players on an enterprise scale that makes migration their core business. If you are evaluating products for a corporate migration, this one is a must for your evaluation.