I know that silverlight is having some problems right now. It depends on which version you are running. The thing about upgrades is that you may not be able to uninstall completely and an upgrade or running tools can ruin your compatibility with older systems. I can tell you that my Win 7 64 bit machine does not support version 5.
Honestly, it looks like Microsoft is slowing production of this platform.
Here is what I know for sure.
1.) There is a WPF Browser project in VS 2010. Silverlight is a subset of this.
2.) HTML 5 and CSS can do some really nice stuff now. Look at the graph at the bottom of this page, do a view source, and see that it is NOT a plugin. Mouse over it for full effect.
http://www.intellicast.com/Local/Weather.aspx?location=USIL0225[
^]
3.) I can't get support for my machine running 64 bit Win 7 with SL 5 and Internet Explorer 11.
http://www.microsoft.com/getsilverlight/locale/en-us/html/installation-win-SL5.html[
^]
The short answer for you is to play a game where you uninstall or install to match up Internet Explorer (or other browser) and SL version that works together with your operating system.
I gave the warning to pass on to your team that you will likely see Silverlight migrated into Windows Presentation Foundation. Beyond that the whole concept of binary plug ins may get replaced, but that will take 5 to 10 years. These plug ins include flash, java applets, and so on.