I wish I could help you, I havnt legally done all this yet, though I plan on changing my name in a couple months. I havn't really looked into getting the gender marker changed yet I was planning on doing that after surgury. Though since CAMH wait list is so stupidily long I dont have my first appointment with them till novemberish. Though anyways
I dont know about the old health card though I do know they are updating everyone slowly to the new one anyways. Pharmacy you will need to change your name if you get it changed due to insurance claims. Also you would need to changed things with your insurance if your on odb or whathave you because the claim the pharmacy puts through has to match what the insurance has. Income tax youll have to call them to change everything, though the basis of getting all new id is your birth certificate, so you will deffinately need to change that. You need that to get your sin then health card drivers license etc. I do know something you forgot though, and thats the credit agencies, equifax etc.