During the squat descent, I push my knees out and feel alot of the weight on the outer portion of my foot, similar to the sensation of rolling onto the outsides of your feet. Is this OK, or am I doing something wrong? FWIW I am a raw powerlifter, and wear olympic weightlifting shoes.
I'm certainly no expert, but perhaps your feet are a little close together?
Yes you should be pushing against the outsides of your shoes. It helps to activate the hip flexors.