How do I encourage people to think outside the box?

If the group participating in the brainstorming session don't have a lot of experience with blue-sky, outside-the-box thinking, and have a tendency to come up with well-understood, incremental solutions, there is a video that can help them get out of their comfort zone and think big.  It is James Currier's "Hit it Hard". It's short, funny and very insightful and can help the group take a little bit more risk during the ideation session.

 

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