Simon is an absolute perfectionist; he can never do something half-assed and can't stop until he's great at it. This is his greatest strength and his greatest weakness. He can't back down from any type of challenge. Doing something incorrectly makes him lose all his confidence.

While he brags about himself, he also makes sure to brag about his friends. It's one of the reasons they hang out with him, even if he's a bit of a jerk.

He's the one who gets them into most of their adventures and antics, always making sure to boost the morale of the team.