Well,. Bailey is way too cute for you. maybe you need to send him my way. . .
Ok, so critique is ok? right?
What I see is that he is really mentally focussed on getting back with the group sitting around in the middle of the arena, and consequently, he wants to lean in and throw his shoulder in and bend to the outside.
To be honest, it looked like, toward the end of the video, that your rein action on him was almost encouraging that counter bend.
In any case, for you to be able to keep him bent properly and moveing off your leg, away from the group, I would get a really good trot out of him first, then when things are going great, just tip over into a canter. He isn't mentally with you nor ready for the canter, so though you are canterin ON him, you aren't cantering WITH him and he certainly isn't with you.
All that being said, I do realize how hard it can be to canter any new horse and how at first you might just be happy to keep your seat. The half draft I am riding now is challenging at trot and canter . I think I really fall apart when he canters because I just get so tense that I am gripping up a storm. ONe of these days I'll get a video of me on Zulu for you to pick apart.