The Dragonborn can choose either to report Cicero to the lone guard that patrols the road, or persuade Vantus to help him. One can also receive the quest by talking with Cicero first, where he will moan about the broken wagon wheel and tell the player to go find Loreius so he can fix it, or by witnessing Uthgerd the Unbroken and Skulvar Sable-Hilt speaking of Cicero outside the Whiterun Stables. By heading up to Loreius Farm and speaking with Vantus Loreius, the Dragonborn will receive the quest.

It turns out his name is Cicero and he will beseech them to aid him, stating he needs repairs for his wagon wheel to move his 'mother's' (actually The Night Mother's) corpse to a new burial site. While traveling north of Whiterun, the Dragonborn may encounter a peculiar man in a jester's outfit with a broken-down cart.

It would seem he's transporting a coffin in a cart, but one of the wheels has broken off. Apparently there's a strange jester near the Loreius Farm, on the road north of Whiterun.

Skyrim cart glitch fix