Enter "varies" in date spaces to stop Turbotax from asking you to correct this item when it checks your return. Turbotax will ask you to download your 1099-B info, if required, during the entry of your tax info. Turbotax states it will submit your 1099-B to Massachusetts with your filing. You can only assume turbotax sends it with your electronic filing because I can't find confirmation that they do it. You don't have to list each stock separately.
