I had the same problems, with the wash sale, with securities for which the acquisition date or cost basis is unknown, and even when all the dates and figures are entered. It will question one sale that was downloaded, and not let you proceed. It just circles around asking the same questions over and over again. Workarounds? Like deleting the entire download and manually entering dozens or hundreds of individual sales so you can enter a $15 wash sale disallowment or a $7 sale with an unknown acquisition date--which incidentally, didn't solve the problem. I've already been through two chats and one "expert consultation." I'm sorry, that isn't fair. I've been using TT for over a decade, and I've never been this disappointed. We pay for this program, there are enough people complaining about it, and it should be fixed.
