> However, is paying $120 per year that much when it helps you in your at least mid-five-figures job? I would ask for the reimbursement if it was annual, but filling out a form to ask for $10 back every month seems a bit over the top. Maybe I'm a spendthrift?

It's a slippery slope. You can't start giving freebies to your bosses (who are almost certainly much wealthier than you are) or it'll never end, just like you can't ever pay blackmail