I know what you mean about the insurance eating up your money. While students generally get pretty good insurance rates, like the $750 a year paid by Moe, it is still a pretty hefty bite if your income is low, as is the case for many students.
Paying for health insurance directly was a new experience for me when i came to grad school in the US - i’m from Australia, where my Medicare levy was taken out with my taxes, so i never had to write a check. Not only that, but the rates are based on income, so as a student i was typically paying about $A200 (~US$110) a year. And if you happen to earn less than about $A13,500, you don’t have to pay the Medicare levy at all.
My grad school here in the US (Johns Hopkins U., Baltimore) has, after years of wrangling, agreed to start subsidizing grad student insurance. This year the levy is $950, and the university is kicking in about $300 of that, so that we pay $650. Next year the university is upping its subsidy to $600, and i believe that a year or two after that it is going to fully fund the health insurance for all resident graduate students.
If you’re a grad student, or even an undergrad, get your student representative groups to start negotiating with your school over the issue. The Hopkins Graduate Representative Organization did a great job on this - it was only through their hard work and persistence that the university administration caved in. Of course, Hopkins is a fucking rich private university, and if you’re at a less well endowed private institution, or a state school, it could be that you will get nowhere on this issue because the school simply might not have the money.
Finally, while most schools require you to have health insurance, they don’t usually require you to have the school’s approved policy. Last year i had a policy with MEGA Life, which i believe was the approved policy of the National Graduate Student Association (or something similar). It wasn’t the greatest policy in the world, but it was only about $400 for the year, and it had some similar clauses to my school’s policy that made it OK. For example, if your first place of call for any illness or injury is your own school’s Health and Wellness Center, the insurance company waives the $1,000 deductible. Not much good if you’re hit by a car at 2am, but pretty good for less serious injury or illness.