Based on the specific insecurities you mentioned, I'm curious as to what led you in the direction of teaching. I would think someone with those specific insecurities would be more prone to want some type of job where the majority of their interactions are over the telephone or email.
As far as your mom..... If anything, she was probably proud of the fact that you have been able to maintain the type of employment that is difficult to maintain with the type of anxieties you have.