It will show a shipping charge amount for any items in the cart where the cart column you created (freeshipping) has a value of 1.
perhaps it may be helpful to create a new cart display page for testing.
Create a new php page. call it carttest.php.
add a cart display manager to the page. on the second step of the display manager wizard, you can choose the columns to display, click the plus button and select all to show all columns.
This will create a display page that will show the value for each cart column.
refer to this page to see which items should be included in the shipping charge and which should not.