I think that sounds like a lot of stress in your life--trying to prepare to be capable of getting a high paying job to pay off student debt and support your mother in retirement. That is a tall order! Crying in therapy may be a way of releasing stress. It can actually be physiologically helpful--your tears are filled with molecules that cause stress, and crying helps rid the body of them.
I think you should definitely talk with your T about your dissatisfaction and lay out your issues and ask how can she help. If she has no ideas, perhaps you could ask her for a referral to someone with more experience.
I wonder if you could also benefit from seeing a career counselor? (in addition to a T for psychotherapy). Your university may have separate services for career stuff, run out of a completely different office than where your T works. See if you can go to the career office and speak with a career counselor there. I bet they would have some concrete suggestions on how to improve interview skills, networking skills (hard for introverts!), job search skills, writing a CV/resume, etc. There may be free workshops you could take. I have gone to see a career counselor a few times and she gives me all sorts of nuts and bolts advice my therapist does not provide.
Good luck. This sounds really hard.