Hello Erick,
The barrel roller bearing on the right side is always a bit tedius. As you have found out it will tend to swivel out of alignment. Try scraping the sharp corner of the axel housing with a utility knife to chamfer its sharp corner of the axel housing opening. This should help start the bearing.
It usually takes repeated attempts on the right side. Be patient. I like your idea of freezing the axel and bearing to help.
Joe Alexander
Blacklick, Ohio