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I believe this should be June 9. You should be able to figure it out by looking at the letter/correspondence you received - there must be some hints. If you can share some details (like a screenshot or something, obviously scratching out any confidential information), then people here can try to help.
 
Is 06/09/2019 as a deadline to enter Canada June 9 or Sept 6? HELP!!! :Do_O
Which document are you talking about as regards 'deadlines'. The 'expiry date' (i.e. 'deadline') on my wife's CoPR is clearly written as YYYY/MM/DD.
 
Thanks so much @Hurlabrick and @paint.thinner !!!

It's a letter stating that my husband's pr visa has been approved.

I found the answer. I scrolled down the letter, and it mentions in the general text that the visa expiry date is in dd-mm-yyyy format. Duh, I should have read the whole letter first! Sorry about that. But I saw the possible June 9 and panicked. :D
 
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When is your medical expired? Did you do any re-medical? If not, looks like they have given you medical extension...