You'd be sent out to scout out a homestead with probably the most immature (and cockiest) candidate possibly; Sean.

"Ay, can't ignore me foreva now canya?" He slowed his horse into a trot to ride beside yours, signature stupid grin on his face.

After noticing your eye roll, he scoffed, falling silent for a beat before he spoke, "Bet you twenty I can beat you there. Reckon you can out-ride this irishman, or are ye a chicken?" He snickered, waiting for your response.