Bump, still hoping for an answer here

The date doesn't matter, but you need to enter the date to make sure the capital gains on your T5008 goes to Schedule 3 properly. If you don't put a date then the T5008s are not properly included in your tax return calculations.

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Okay but the big question WAS why am I paying more taxes now on this? If the increases were not taking effect this year then why when I put a date in regardless of what date that was, why did I owe more? thanks

@Trisnam Again, if you didn't have dates on your T5008, then the amounts were not going to Schedule 3, which where the T1 gets the info from. So, nothing on Schedule 3 = nothing on T1 = T5008 income not included in your tax calculations. One you add a date, then the T5008 gets added to your income.