I think it can be helpful for students to wear either a mask or swim goggles with or without nose plugs at least initially when learning to roll. Although you may have a good understanding of the body mechanics required to roll, it is very common for students to become "dyslexic" with either their body or the paddle or both when inverted. It is not unusual for beginning rollers to not know which way is up (to the surface).
Wearing a mask or goggles allows one to see the surface and the paddle blade clearly. By focusing your vision on the paddle blade as you sweep, you insure that your head (and therefore your body) will follow the blade and not get out in front of it.
But as soon as you start to get the basic mechanics down, I would ditch the mask or goggles.
Bent Shaft Canoe Paddles
Full Size Sail Rig
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