Overall installation of SharePoint Services 3.0 on Windows Server 2008 was a breeze. I found one issue that was not listed in the user guide (or rather the solution didn't actually work).
After installing SharePoint Services navigating to the website prompts for username / password. In the install guide it's listed that adding the site to the trusted sites will solve the issue, but I found this not only to not fix the issue, but to not be necessary at all.
Instead, removal of IE ESC (Enhanced Security Configuration) was necessary. Open Server Manager and click on "Configure IE ESC" in the Security Information Section. Turn off for admins and users.
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