If you populate the document with more than one section as shown below: Section Section1 = radRichTextEditor.Document.Sections(0); Paragraph Paragraph1 = new Paragraph(); Span Span1 = new Span("Thank you for choosing Telerik"); Section1.Blocks.Add(Paragraph1); Section Section2 = new Section(); Paragraph Paragraph2 = new Paragraph(); Paragraph2.Inlines.Add(image); Section2.Blocks.Add(Paragraph2); radRichTextEditor..Document.Sections.Add(Section2); then mark as selected the space after the first span, then try to type a character, a NullReferenceException will be thrown. WORKAROUND: class MyInputBehavior : RichTextEditor.RichTextEditorInputBehavior { public MyInputBehavior(RadRichTextBox editor) : base(editor) { } public override void InsertText(string text) { if (this.RichTextBox.IsReadOnly) { return; } Telerik.WinForms.Documents.UI.CaretTextInputHandler handler = null; DocumentPrintLayoutPresenter printLayout = this.RichTextBox.ActiveEditorPresenter as DocumentPrintLayoutPresenter; if (printLayout != null) { DocumentPagePresenter pagePresenter = printLayout.GetFocusedPresenter(); if (pagePresenter == null) { pagePresenter = ((Canvas)printLayout.Content).Children[0] as DocumentPagePresenter; } handler = pagePresenter != null ? pagePresenter.CaretTextInputHandler : null; } DocumentWebLayoutPresenter webLayout = this.RichTextBox.ActiveEditorPresenter as DocumentWebLayoutPresenter; if (webLayout != null) { handler = webLayout.CaretTextInputHandler; } if (handler != null) { handler.HandleTextInsertedWithoutIme(this.RichTextBox.ActiveEditor.Document, text); } } } radRichTextEditor.InputHandler = New MyInputBehavior(radRichTextEditor.RichTextBoxElement)