As long as you have the cash upfront to pay for your classes and then pass those friend*ers, it should be pretty simple after you qualify and talk to your management about it.
UPS'll reimburse up to $1500 per semester/$3000 per year, I believe, with a lifetime max of $20,000. For your first semester, though, you're going to have to rely on your own money to get you started, and once you prove yourself successful you'll be getting that reimbursement that you can just recycle into next semesters' classes and books every semester.