My PC recently traveled past Whistling Mine over in Winterhold and, once again, noticed that lone guard patrolling the road in front of the mine.

That's gotta be the worst patrol beat in Skyrim - it's snowy and freezing, he's got no backup and the beasts up there are really, really nasty. What did this guy do to Jarl Korir to get this assignment? You can't help him directly but my PC clears the area to take the pressure off a little. I can't think of a worse beat anywhere in Skyrim, can you?

Dungeon guard duty at Dragonsreach if Whiterun goes Imperial and you have USKP. Because Heimskr gets jailed, and he still won't shut up.

Likely he is the only guard that has working knees

Only time I ever saw that guard he got attacked by a group of Imperials and killed, poor chap