Update:
So finally ended up doing it. Got an amazing deal for a new Pixel 4 XL for about CAD600. Its been good so far. Initial transfer of data from iPhone to Pixel was quite smooth except for WhatsApp After a lot of struggle got all my WhatsApp messages transferred as well.
Spent a few hours on finding the right email app for my taste/needs. Looks like I found one that I liked during BlackBerry days. Yes. The BB Hub is quite nice for all my communication needs. Let's see how it goes
Battery is what I'm worried about. The last couple of days isn't really a good measure as I was constantly on it setting it up. Hopefully it will last a day.
Surprisingly, I don't find the XL too big. Maybe it's because of the narrow width.