Have you ever wandered through a fun house at a carnival? When you walk into a fun house, you know you’re headed for a lot of mystery and surprises. Things pop out without warning. Floors move and shake. A maze of mirrors gets you completely lost. Mix in a little smoke or fog with a strobe light and you might see people start running in all directions. These are the most popular attractions at amusement parks—the ones that catch us by surprise. And we love them.

Anywhere Leader jobs are a little bit the same, in theory—including the smoke and mirrors. These are jobs where uncertainty is the norm and where there are lots of unknowns, such as having to operate in a new market, with a new crew, with less than the ...

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