In GarageSale 10.2 the checkboxes for listing details can now be pre-selected for all listings prior to generation start. (The values will be generated anyways.)
Also, once results have arrived, holding down option key toggles checkboxes for all processed listings. So, if you decide to e.g. turn the “Listing Description” back on in the results view for all listings at once, there is now a way to do this without clicking the chebox in each listing separately.
We will think about your “user rules” prompt request.