I have a case number on this issue from the beginning of February.  Now nearly a month later, I still have not received a return call from ProSeries.  After numerous calls to customer service without any acknowledgement that there even is a problem, I gave up.

You are right, this is affecting anyone with multiple sales and a preparer who does not want to enter in some cases hundreds of transactions individually.  The entries for a trust have remained the same as last year, with just the entering of an "S" or an "L" needed.  Yet on the individual return side, the only thing that has changed is some genius decided entering info needed would now go on ANOTHER worksheet and then for no reason decided to disable the "S" or "L" entry feature from working as it did last year.

I have just been entering "12/31/2020" as a date for all my transactions.  Yes, it is not correct.  But with the detail attached as a pdf, all the exact dates are there so I can't imagine IRS will have an issue with it.  Plus, after it wasn't fixed in several updates after my initial call, and others clearly having the same issue as evidenced by the posts on this forum, the returns I was holding for the fix began overrunning the office so I needed to finish them.  Just make sure you do enter the "S" or "L" accurately so the aggregate transactions go to the proper part of Form 8949.

As for support, it is useless.  Non-existent.  Worthless.  Pick the word which best fits.  I prefer all three words.  Honestly, has anyone had an issue addressed by the person who eventually answered the call?  That person then has to type the problem to some unknown/unseen/unheard person who does not understand what the hell you are asking about.  Can anyone think of a more inefficient manner in which to operate "customer service"?  Any slim chance you have of getting your question answered depends solely on the person you spoke with communicating clearly and concisely what your issue is by typing away to the mystery person somewhere else.  Since the first tier person can't help even when staring at the problem since you allowed them to see your computer screen, is it too much to ask that the person that your problem has been pawned off to can also screen share and see the issue directly?  Bottom line, don't expect a straight answer or any worthwhile assistance at all from customer service.