Yes, you should include the T5008. If you sold shares in a non-registered account, you can claim the loss. What you did with the proceeds doesn't matter.
Just to be clear, the shares in the non-registered account was contributed into TFSA. So I am not sure they are technically "sold". It is not like I sold them and then contributed the cash to TFSA. And then bought same shares in TFSA.
There was a T5008 slip pulled in by Turbotax regardless. I need guidance on whether I should include it in my return or not. Also, if I need to include it, how do I pull that in again from CRA?
Thank you very much for quick responses, I appreciate them
What you did with the money after disposing of the shares doesn't matter, because you still had a disposition from a non-registered account. The rules for TFSA, RRSP or other registered account don't apply to this transaction.
If you need to get the slip back, you can run Auto-Fill again, or just manually enter it on the T5008 page.
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