YMMV / The Simpsons S 2 E 15 Oh Brother Where Art Thou
Designated Villain/Informed Wrongness: As the commentary notes, Homer is vilified for destroying Herb's company, when Herb himself actually shares a good deal of the blame for letting someone with no experience take over his new car's design, giving him no supervision, and even ignoring his board's attempts to tell him what a disaster Homer is making. Homer was in fact cooperative (and borderline subordinated) to the team's more conventional plans until Herb convinced him to take a stand.
The pompousness of the board themselves only exacerbated the matter. They quickly lost patience with Homer's ineptness with the process (which, despite being interpreted to make him an unbearable idiot, seems pretty expectant from someone with no experience of the industry) and shooed him away, leading Herb to stand up for him and make them do the job they were told. Even before the project goes completely haywire, the leader is quick to make a complaint, heavily implied to be loaded with gratuitous personal insults that likely only further led to Herb not taking them seriously. Homer screwed up, but only after being corrupted by the unprofessional conflict between the company and their boss.
Jerkass Woobie: In contrast to Mean Boss on the main page. Much of the reason Herb is such, is because by his own admission he's a very lonely man. This turned out to be the case when he found out about his brother Homer. He was overjoyed at knowing he had a long lost sibling. However that joy wouldn't last.