To reproduce: - Create a document and add some text in it "test" - Select the text and press Ctrl + K to open the hyperlink editor - Add the following address: http://www.telerik.com - Place the caret in the word (test) and press a button that calls the RemoveHyperlink method of the control WORKAROUND: var suspend = typeof(RadDocument).GetMethod("SuspendCurrentSpanStyleUpdate", BindingFlags.Instance | BindingFlags.NonPublic); suspend.Invoke(radRichTextBox1.Document, null); radRichTextBox1.RemoveHyperlink(); var resume = typeof(RadDocument).GetMethod("ResumeCurrentSpanStyleUpdate", BindingFlags.Instance | BindingFlags.NonPublic); resume.Invoke(radRichTextBox1.Document, null);