I am constantly equalizing my ears and "popping" them to the point where they ache. Is this likely an anxiety or physical problem?

Popping Ears Anxiety. I understand your concern about “popping ears” Ear popping is caused by pressure differences between the inside and outside of the eardrum. "ear popping" could be due to nasal congestion related to allergy, a sinus condition, or a chronic upper respiratory infection. “Constantly equalizing my ears” indicates Anxiety which is due to stresses in your life See ENT Specialist and a Psychiatrist.