You can upload a PDF of stock transactions in TurboTax Online.
In TurboTax Desktop, here's How to Enter a Summary in Lieu of Individual Transactions.
However, if your import is timing out, there are several things you can try:
- Update Windows
- Make sure your account doesn't need to indicate 'third party access'
- Close all anti-virus software (including modem) while importing
Here's more info on Unable to Import.
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