Hello Kellen,
Could you please send us a runnable sample or a live URL, illustrating your scenario and the issues you are facing? I could then debug it locally and find a proper resolution for you. Otherwise it would hard to determine the source of the problem based on the provided information.
Looking forward your reply,
Pavlina
the Telerik team
Consider using RadControls for ASP.NET AJAX (built on top of the ASP.NET AJAX framework) as a replacement for the Telerik ASP.NET Classic controls, See the product support lifecycle here.