When a table is copied (without a paragraph before it) and pasted as first element in a Section in RadRichTextBox with Track Changes enabled, accepting all changes throws (handled) InvalidCastException. Changes are not accepted. Workaround: Attach to RadRichTextBox.CommandExecuting event, and add paragraph before the table in the document fragment in the clipboard. private void RadRichTextBox_CommandExecuting(object sender, Telerik.Windows.Documents.RichTextBoxCommands.CommandExecutingEventArgs e) { if (e.Command is Telerik.Windows.Documents.RichTextBoxCommands.PasteCommand) { if (this.radRichTextBox.Document.IsTrackChangesEnabled) { DocumentFragment documentFromClipboard = ClipboardEx.GetDocument(); if (documentFromClipboard != null) { e.Cancel = true; RadDocument documentFormClipboard = documentFromClipboard.ToDocument(); if (documentFormClipboard.EnumerateChildrenOfType<Table>().Count() > 0) { Section firstSection = documentFormClipboard.Sections.FirstOrDefault(); if (firstSection.EnumerateChildrenOfType<Table>().Count() > 0) { if (firstSection.EnumerateChildrenOfType<Table>().FirstOrDefault() != null) { Table table = firstSection.EnumerateChildrenOfType<Table>().FirstOrDefault(); Paragraph paragraph = new Paragraph() { SpacingAfter = 0, SpacingBefore = 0, LineSpacing = 0, FontSize = 1 }; firstSection.Blocks.AddBefore(table, paragraph); RadDocumentEditor editor = new RadDocumentEditor(this.radRichTextBox.Document); DocumentFragment fragment = new DocumentFragment(documentFormClipboard); editor.InsertFragment(fragment); } } } } } } }