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How do I update it

Delete any previous versions, re-download and reinstall everything again, then restart your PC.

Ok I did as you suggested and I didn't see a pop up does that mean it's working? I See the version says 5.5.2 and it says dlc on the write side stating I am playing in the paid version

If the text tells you which version of the DLC is installed (and nothing else), then yes, that typically means it's working ^^ You can also start a new game (make sure to enable the DLC!) to see if it added all the new content.