I can't find any compelling reason why I should put in a request for my company to get me an upgrade from Visual Studio 2008 Pro to Visual Studio 2010 Anything. Am I missing something?
It isn't just about the tooling -- if you want/need the features of the .NET Framework 4.0 (runtime) and C# 4 (language -- not to mention new versions of VB.NET and all of the Dynamic Languages), you need to use VS2010.
One other consideration is whether all of your preferred add-ins have have been updated to work with VS2010, as the plugin architecture changed and vendors had to update.
If you need access to .net 4.0, or specifically the DLR for development then go for it, if you don't require these types of features for your project, you can probably afford not to upgrade.
Multiple monitor support was a nice feature for me (see:http://weblogs.asp.net/scottgu/archive/2009/08/31/multi-monitor-support-vs-2010-and-net-4-series.aspx)
Compelling enough? Up to you.