Yeah, it kinda defeats the purpose of having two different operating systems when one is able to do the job for you as well as you want it to do, especially on a single computer. I mean, you can't really do file server sharing, back-up solutions, media centre and others on a single dual-boot computer.
I guess PLmatt you could just either commandeer an old computer and just use that to play around using lightweight linux systems, such as Damn Small Linux (DSL, yes that is what it is called). Lightweight distros will actually enable you to focus on one area to modify, such as a server application as they are ultimately stripped-down systems. This means that you are able to identify problems quicker, or theoretically so anyhow. At least this would make more sense than just having a single dual-boot computer, which the only thing you can do is to use Windows for games and Linux for something else that Windows can equally do as well.
crooky,I'm not quite sure what you mean about the installation of new programs. I do know what you mean about the installation of an operating system being quite confusing, especially with the deb. and tar. files all giving very different installation methods, including compiling manually and so on. I'm under the assumption that you assumed that once Ubuntu was installed, you didn't have to do any more installations? I mean, with Windows, you had to install Microsoft Office, Photoshop (if desired) and many other products yourself?
edit: DQuan, old computers with Ubuntu can be troublesome with the latest Ubuntu....what are the specs for it though?