Despite what the media wants you to think, Canada is not a good place to grow in IT and Software and ML. Best jobs here are being a part of a remote office for a FAANG or going to work for a Bank, or even just remote jobs for US companies since they'll pay you in USD which will mean you get an automatic 30% pay increase.
Pay is 2-3x less than the US, and CoL is about the same (especially if you want to buy something with a somewhat commutable distance to the major metros).
So my question to those who have successfully left later in their career (7-10 YOE), how did you manage it? What companies paid the most attention to you? What did your experience look like and how did you promote yourself if you weren't part of some hot startup like Shopify?
NOTE: I'm not here to argue the merits of the Canadian tech market. If you like it here, kudos to you and hope you find good growth opportunities.