What's the worst thing that can happen?
What's the best thing that can happen?
How do I feel about this choice?
What doors will close if I pursue this choice?
Why am I hesitant or indecisive in making this choice?
If I don't make this choice, will I always regret it?
Will I be proud of this 10 years from now?
This post was originally authored by Chris Guillebeau.
Thanks to both Chris and my mentor for making me think through these today.