It is always best to err on the side of caution. I do regular crypto <-> fiat transactions and I personally prefer crypto friendly banks. And if I have no idea about a bank's stance on crypto, I try not to do larger transactions. I do believe some banks could have more friction with crypto.
I'm not from Canada though nor familiar with Canadian banks. I'd say you're better off asking a local. Maybe you'll meet some here otherwise you can try at r/BitcoinCA -- subreddit for bitcoiners in Canada.
I will add that it may be a good idea to not do tests on crypto stance on the bank your main account (salary) is at, just to avoid really unpleasant surprises.
And yes, I agree with Potato Chips: asking your fellow Canadians is the proper way to go forward (but even if you get recommendations, smaller amounts are recommended).
And something more: you may want to also consider crypto cards, since you can then just spend in any shop for daily needs. Then you don't go through the hassle of withdrawing.