Developing callouts is tiresome, you have to do stop the IIS before each compilation, start it up right after and then CRM has to be just-in-time compiled by IIS, each time. As most of you who have done callout development, this is a nag and takes a lot of time. Stunware has released one way of handling this, which is good when doing large scale callouts, but for smaller callout development it has a bit of a overhead.
Microsoft Swedens CRM expert, Jonas Deibe, has written a posting on his blog concerning how to recycle the application pools instead of resetting the IIS, which means that CRM doesn't have to be compiled just-in-time each time, saving you lots of hair, and time.
So, have a look at his posting: http://blogs.msdn.com/jonasd/archive/2007/03/28/use-build-events-to-recycle-application-pool-instead-of-iisreset.aspx
CRM and SharePoint Consultant