Hi, 

In order to achieve the desired behavior, you can set the HeaderCheckBoxPosition property and the HeaderCheckBoxAlignment property of the GridViewCheckBoxColumn. Here is the code snippet: 

GridViewCheckBoxColumn checkBoxColIsOrdered = this.radGridView1.Columns["IsOrdered"] as GridViewCheckBoxColumn;
checkBoxColIsOrdered.EnableHeaderCheckBox = true;
checkBoxColIsOrdered.HeaderCheckBoxPosition = HorizontalAlignment.Center;
checkBoxColIsOrdered.HeaderCheckBoxAlignment = ContentAlignment.TopRight;

The properties will be included in Telerik UI for Winforms R1 2018 SP1 version. 

Best regards, 
WinForms team