From a similar thread
I really wish that instructors would spend more time in basic OW class explaining ear anatomy and the various techniques of ear equalization.
... Practice until it becomes second nature...
This seems to be one of the biggest issue with new divers and one that is so easily solved if addressed early.
Practice on land and once you have mastered the technique that works for you, any problems equalizing while diving will disappear.
Rule of thumb for new divers, equalize more often and before you feel any hint of discomfort.