List numbering should be restarted when copied list is pasted after content that is not in a list. Steps to reproduce: 1. Create a file with a list, a blank line, some text, and another blank line 2. Copy the list 3. Paste it on the blank line directly after the list Expected: The items are added to the end of the existing list Observed: The items are added to the end of the existing list 4. Paste it on the blank line after the text Expected: The items are added to a new list and start numbering at 1 Observed: The items are added to the existing list and start numbering at 7 Workaround: private void RadRichTextBox_CommandExecuting(object sender, Telerik.Windows.Documents.RichTextBoxCommands.CommandExecutingEventArgs e) { if (e.Command is PasteCommand) { DocumentPosition position = new DocumentPosition(this.radRichTextBox.Document); position.MoveToPosition(this.radRichTextBox.Document.CaretPosition); position.MoveUp(); Paragraph previousParagraph = position.GetCurrentParagraphBox().AssociatedParagraph; if (previousParagraph.IsInList) { // We shouldn't restart the numbering when the previous paragraph is in a list. return; } RadDocument doc = ClipboardEx.GetDocument().ToDocument(); Paragraph firstParagraph = doc.EnumerateChildrenOfType<Paragraph>().First(); if (firstParagraph != null && firstParagraph.IsInList) { RadDocumentEditor editor = new RadDocumentEditor(doc); editor.Document.CaretPosition.MoveToStartOfDocumentElement(firstParagraph); editor.RestartListNumbering(); } this.radRichTextBox.InsertFragment(new DocumentFragment(doc)); e.Cancel = true; } }