The Art of Non-Conformity

Thinking differently, questioning assumptions, and living a life of grateful adventure

Questions to Ask of the People Who Make the Rules

Who made these rules, and why do they exist?

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What, exactly, are the rules?

Why do these rules exist?

By whose authority are these rules upheld?

What’s more important—the spirit or letter of these rules?

Has anyone ever found or been granted an exception to these rules?

Could these rules be bent, modified, overlooked, or otherwise changed?

Will someone be penalized for excelling under the rules?

What are the consequences for breaking the rules?

What are the people who made these rules really afraid of?


Feel free to add to this list if you’d like.

Chris Guillebeau travels the world and writes for a small army of remarkable people at


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