Would You Rather? A Coaching Tool for Hard Decisions
“Would You Rather…?” is a fantastic children’s book.
It asks playful and thought-provoking questions over and over, inviting kids to choose between two options—sometimes silly, sometimes difficult, but always clarifying.
The purpose?
To help them identify what they truly value when the choice isn’t obvious.
This same principle applies to life and decision-making.
“Would you rather?” brings you back to agency
Coaching and mindset work are “Would you rather?” in action.
Many of us hesitate to make decisions because we’re stuck in:
uncertainty
fear
indecision
the habit of prioritizing everyone else
or the belief that we don’t really have a choice
When we ask, Would you rather…? we bring agency back into focus.
Would your future self rather you…
Speak up or stay silent?
Work full-time or part-time?
People-please or prioritize yourself?
Self-sacrifice and play the martyr…
or make decisions from caring, integrity, alignment, and peace?
“Would you rather?” forces us to acknowledge a hard truth:
We always have a choice.
Not choosing is still choosing
Even when we think we’re not choosing, we are.
If we do nothing—stay where we are, remain stuck, or slip into victimhood—that is still a choice.
Yet rarely do we consciously say:
I would rather stay stuck.
I would rather feel powerless.
Naming the choice changes the energy.
It brings you out of the fog and into clarity.
Would you rather work with a coach and create real change…
or continue trying to solve everything on your own?
If you’re in a pivot season, Transition Well is a supportive place to begin: