When a groupbox is inserted and start typing text, the fieldset stays fixed in size. You can use the following resolved command: <telerik:RadEditor runat="server" ID="RadEditor1"> </telerik:RadEditor> <script type="text/javascript"> Telerik.Web.UI.Editor.CommandList.InsertGroupbox = function myfunction(commandName, editor, args) { var localizedTitle = editor.getLocalizedString("RadEditorGroupboxTitle", "Title"); var localizedContent = editor.getLocalizedString("RadEditorGroupboxContent", "Content..."); value = "<fieldset style='width: 200px; min-height: 76px'> <legend>" + localizedTitle + "</legend>" + localizedContent + " </fieldset> "; editor.pasteHtml(value, commandName); } </script>