22. Orlando Bloom, Clay Pigeon Trapper
Whether you're from the sticks in England or the US, you're probably familiar with clay pigeons, those little orange discs hunters shoot as target practice. For some reason, conventional wisdom dictates that kids too young to have real jobs should be the ones who load the trap machine for rifle-wielding sportsmen.
Bloom continued this long-standing and stupid tradition until he was old enough that women could appreciate his good looks without feeling weird. That was pretty much the low-point in terms of hardship for Bloom: He landed the role of Legolas in Lord of the Rings two days after graduating from acting school.