In February 1992, Stella Liebeck ordered a cup of coffee to go from McDonalds. Liebeck was sitting in the passenger seat of her nephew's car, which was pulled over so she could add sugar to her coffee. While removing the cup's lid, Liebeck spilled her hot coffee, burning her legs. It was determined that Liebeck suffered third degree burns on over six percent of her body. Originally, Liebeck sought $20,000 in damages. McDonalds refused to settle out of court. However, they should have. Liebeck was ultimately awarded $200,000 in compensatory damages, which was reduced to $160,000 because she was found to be twenty percent at fault. She was also awarded $2.7 million in punitive damages.
NSFW, but check out these burns and see if they look trivial. Also the documentary Hot Coffee wonderfully explains why this isn't a trivial lawsuit.
In 2003, Richard Schick sued his former employer, the Illinois Department of Public Aid. Schick sought $5 million plus $166,700 in back pay for sexual and disability discrimination. In fact, Shick was so stressed by this discrimination that he robbed a convenience store with a shotgun. A jury felt his pain and awarded him the money he was seeking. The decision was then reversed. Unfortunately, the $303,830 he was still awarded isn't doing him much good during the ten years he's serving for armed robbery.
In scanning through the case, the boss seemed to be a vindictive asshole who had him remove a sleeping bag he had in the break room to deal with sleep apnea, moved the copy machine close to his desk to interfere with his hearing aid, in addition to numerous other complaints. Sure, the dude surely could've done things to combat some of his issues (carpel tunnel can be mitigated with proper exercises), but the boss should probably not be a dick.