Dear L.,
I am a financial advisor who formerly worked in higher education. I would be happy to work with your son directly, via email, if you think that might help.
First of all, it sounds like your son needs help creating a budget. I would start by either obtaining an official financial aid budget (either by the semester or by the academic year) from his college. From there, sit down with him and create a semester or monthly budget.
I am assuming that your son's disbursement check goes to him either via post or via direct deposit. Then he needs to cover whatever his expenses are himself! This teaches him how much things cost (books, rent, utilities, food, transportation, etc) now! He then needs to devise a budgeting system that works for him. It might be a spreadsheet, the envelope system, or something on an internet based website, etc.
I worked with way too many students whose parents took control of their finances and the students had no idea how much a year of college costs.
I was fortunate to not be on financial aid when I was in college but my father (the financial advisor whose company I now work for) made me sit down each semester and create a budget on paper (we didn't have excel in the late 80s) that I had to adhere to. I used the actual bill from the university for my tuition and fees, either my bill from housing or my apartment lease agreement, detailed information regarding utilities, and then a very realistic grocery store budget that included laundry. My father told me what he would pay for (the basics, tuition, books and supplies, housing, food) and I had to come up with money to pay for transportation as well as "entertainment" - which included the ABC store and eatting out.
I am proud to say that I only borrowed money from my parents once after college, to move to my first job. I paid that loan back (it was written up as a loan document with an installment book - although it was interest free) within 2 years. I am so glad that my father taught me how to be responsible with money.
I did go to graduate school, and worked 3 jobs to put myself through! I graduated debt free (and very tired). It can be done.
Please feel free to contact me directly if you would like additional information.
Best wisehs, C.