Hi Quinn,
One way to do that is to create two Checkbox controls and insert them onto the Grid's Column. One Checkbox will have "Enabled=.T." and the other "Enabled=.F.". On the DynamicCurrentControl, define an expression that, based on the content of your field, set the enabled/disabled control.
On the Init Method of the Grid:
THIS.Column1.DynamicCurrentControl="IIF(Table.Field, 'Check1', 'Check2')"