I have the same error, ( and did mention "investment" in the description of t5008) 

Schedule 3 is not populated correctly. As I have many t5008, this error is very cumbersome..

Can I get a refund as program not working correctly? 

I called and agent couldn't help. TurboTax Case [phone number removed] was closed with solutions. She said to wait and try again in a few days ???

@TaxMan32 We are aware of this issue and we have an ongoing investigation about this. As this is an issue when customers are using Auto-Fill from CRA, our team is working in collaboration with them to resolve this issue as soon as possible.

For now the option is to open each T5008 and enter the date. We understand that some customers have a lot and this is not the ideal solution.

We will inform you in this thread, as soon as we have news to share.

We thank you for your patience.

FYI this issue is NOT ONLY with autofill from CRA.  I had manually entered into Turbo Tax all the T5008 details from the printed sheet from my investment dealer.  Not all showed up on Schedule 3.  I had to do as the other contributor to this chat said, namely change the dates of sale in order for them to transfer properly.

When is TurboTax going to fix this - I have 218 entries autofilled from CRA from T5008 and it is such a pain to add dates to all the entries in T Forms.

@jeaniess We understand this situation is not ideal and we will inform everyone, in this thread, as soon as we have the updated information.

Thank you for your patience.