not a teacher*
A few sentences are confusing, or fragments. Once you start in past tense (As I discussed (in the past) you should try and stay there.
As I discussed the advantages and disadvantages OF going back to work with my daughter, I could see the despair in her eyes even AS she reluctantly agreed with me.
I know that the longer I'm away from the customer service field , the more difficult it will be for me to go back, and the less value my prior experience will have.
The pay at my current job in school is very low. (But I can buy time there?) Where else could I get a job where I'm off work at 1600 everday, 5 days a week, with medical and dental coverage and all school holidays. which matches my daughter's schedule because our schools are part of the same school system.
I feel it like I am detached from society, because I don't meet new people except children at school. By the time my daughter is grown up and independent, my career will be over in terms of my experience. (?)