This one is from season 9 episode 19 called “Simpson Tide”. Homer gets fired from his job (surprise surprise) and enlists in the navy. Eventually his group goes on a training exercise to simulate an enemy threat, and while it’s glossed over, he essentially kills his commanding officer which leads to him being captain of a submarine. My personal favourite part of this episode is Homer’s smug expression when he’s on trial for eating the population of the planet of the doughnuts. If that seemed out of left field it’s because it’s Homer’s dream sequence at the beginning of the episode which is entirely unrelated.

Here’s the link to the product as a pin, but you can view the design on multiple items if you’re interested.