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Investors & landlords
After 3 days of mental stress, phone calls, trail and thousands of errors dealing with this issue I have the solution 1099-B in my situation
For Turbo Tax Download version on Windows. I cannot speak for online version.
Step 1: Delete all turbo tax programs (make sure you have your product code)
Step 2: completely update your PC and restart and reconfirm all updates have been installed and restart again.
Step 3: Reinstall Turbo Tax thru your online account download purchase history
Step 4: start turbo tax and follow instructions for set up. And start a return.
Step 5: upload previous year taxes (this is only time you can import previous year taxes) and "confirm your deductions are there!" I found manually entering the path only uploads the income!
Step 6: Now import your financial institution tax files or you 1099-B
(If you Remove your imported 1099-B after you import it, it will cause thousands of entry issues. If you think you need to Remove a imported file your step should completely start a fresh return, if you do this make sure to delete all other saved started files)
Step 7: before doing any other data entry in your filing go immediately to review and see if there's any issues to deal with. Out of 38 pages of day trading data imported I had only 5 easy fixes. I found using Forms view was better for fixing issues.
Step 8: with these steps now complete move on to the rest of your data entry.
Step 9: I highly recommended after you enter one form or a each deduction category you perform a review. Solving 1 issue at a time is much easier.
Before deleting files its a good practice to have a back flash drive fir deleted files "make sure when you start and save a new return your working it goes on a separate flash drive!"
Another issue i dealt with was my PC had a setting that limited downloads to metered networks. Once i over road that my downloads started downloading very fast. The path is settings>wifi chose network your using then click the wifi icon and you get advanced settings, you will find meter settings there.
So with no sleep for days working on this I'm going to have a drink!
Peace!