I'm working on a new client's tax return who has a capital loss carryover from a 2015 stock sale. Do I actually have to enter all of his tax returns since 2015 into proseries to get the capital loss carryover to go into the 2020 proseries? That would be a massive amount of work.
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If it is a new client then get the capital loss carryovers from the 2019 return. There should be somewhere on the software where all you will have to enter are the capital loss carry forward to 2020
Go to your 2020 Schedule D line 14 and click into the carryover worksheet and manually enter the known amount of the carryover in the 2019 column and it will carry to the schedule D
If your don't know the amount of loss carryover that is a whole different issue.