Blackboard is institutionally bad. The company is rotten to the core. It's pushed onto universities and schools through bribery, corruption, and deceit. I have seen this first-hand at two different places. The admins choose because it looks enterprisey and expensive. They figure they've spent the money, so the problem is solved. They also frequently get some very nice kickbacks for accepting to buy this piece of crap. It's buggy, hard to use, horrible to modify, expensive.

The most honest feedback I can get you is this: for your own moral rectitude, quit this job and find yourself a more ethical job.