I think you're doing it backwards...
You work really hard at school, get good grades, and then get a summer job paying $3,000 a week to minimize debt, which helps you get experience to get a job making $100k+ out of school.
You're apparently working really with a part-time job, getting crappy grades, taking classes during the summer, and preparing yourself for a crappy job where it will be even harder to pay off your debt.
Smart move. Ditch the "debt-free law school" delusion and focus on the "law school as investment" aspect.