When is the best time to start an appeal/"discussion" abt financial aid with college?

Twoin- one of my kids colleges had a student health fee- and no amount of research or negotiating could make that budge. But one of mine had a student health fee which- guess what- was a fancy word for a low deductible insurance policy with prescription benefits. We already had a high deductible policy for this kid, no prescription benefits, and were able to knock that fee right off (once we provided the right documentation of course). Kid had one prescription in four years- a Z-pack for Strep, and I was VERY happy not to have been paying for a much more expensive policy just for that!

But reading the fine print is the point. I would have been thrilled if any of my kids were breakfast eaters, but they were not, and we sure weren’t going to be paying for uneaten meals, 7 days a week, for an entire academic year!!! Doesn’t work at colleges which force you into a meal plan, but it worked out for my “I won’t eat breakfast but I love dinner with seconds” crew!