@Chris Chesser
Take a closer look at the time component when analyzing the school option.
Most students spend about 15 hours per week in class. To get the good grades (and qualify for tuition reimbursement) you will spend another 10 hours per week studying. These are all hours in addition to your crummy job. You won't have time to do much more than work your job and go to school.
I don't know how you value your time, but I will assume your crappy job pays $10 / hour. This means that you could have made another $250 / week working instead of studying and going to school. That is $13,000.00 per year.
Not to mention, at the end of the 4 or 5 year exercise you might end up in another career you hate that only pays you better. People thrive and succeed in careers that they have passion for.
Take a close at other options to pick up a trade - For example get a realtor license. In my state, this can easily be done in about 6 weeks on nights or weekends and costs less than $1,500.00.
I am not pushing you toward that specific path. This is just an example of an easy career switch with potential to earn much more.
Remember - You don't have to be a lawyer or doctor to become wealthy.
I highly recommend that you read Set for Life by Scott Trench. This book was written for people like you.