The Crossroads
A story about decision & regret
The Core Question
"What if I chose wrong?"
"When you choose an action, you choose it for all mankind."
— Jean-Paul Sartre
The Story
Ten years ago, Naomi stood at a crossroads. Two job offers. Two cities. Two completely different lives. Now, she can't stop wondering about the road not taken. Face the existentialist truth about choice, freedom, and the paths we didn't walk.
About This Experience
This experience follows Naomi through a crisis of regret. Ten years ago, she faced a defining choice: a prestigious firm in New York or a small nonprofit in Portland. She chose New York. Now, in the life she built, she can't stop haunting herself with "what if?"
Existentialism takes choice with radical seriousness. We are "condemned to be free"—there is no escape from choosing, and no escape from responsibility for our choices. Every decision closes off other possibilities forever. The path not taken becomes a ghost that can haunt us for life.
But existentialism also offers liberation. If we are truly free, then we are free to choose again. The past cannot be unlived, but the future remains open. The question is not whether we chose "right" or "wrong"—it's whether we can own our choices and create meaning from where we are.
Through Naomi's story, you'll explore the human relationship with choice and regret. Some paths lead to paralysis. Others lead to a new kind of freedom. The experience reveals how we can honor the roads not taken while fully committing to the road we're on.
What You'll Learn
- ✓Why choice necessarily involves loss (and why that's okay)
- ✓The existentialist concept of "facticity"—the given circumstances we must work with
- ✓The difference between regret that teaches and regret that imprisons
- ✓How to commit fully while accepting uncertainty
- ✓The freedom that comes from owning our choices completely
Key Insights
Every choice is a small death of the alternatives
There is no "right" choice—only authentic and inauthentic choosing
Regret often says more about the present than the past
We can honor what we didn't choose without abandoning what we did
The only truly wrong choice may be refusing to choose at all
The Core Teaching
The Weight of Authentic Choice
🌌About Existentialism
Existentialism emerged in the 19th and 20th centuries, emphasizing individual existence, freedom, and choice. Key figures include Kierkegaard, Nietzsche, Sartre, Camus, and de Beauvoir.
The movement arose partly as a reaction against philosophical systems that seemed to reduce individuals to abstract categories. Existentialists insisted on starting with the concrete, lived experience of being a person who must choose, act, and create meaning.
Central themes include the anxiety of freedom, the burden of responsibility, the absence of predetermined essence or purpose, and the possibility (and necessity) of authentic self-creation. Existentialists generally hold that we are "thrown" into existence without a guidebook—we must figure out how to live through our own choices and commitments.
Related Concepts
Facticity
The given circumstances (body, history, situation) that form the raw material for our free choices.
Commitment (Engagement)
The existentialist emphasis on wholehearted involvement in our choices and projects.
Anguish (Angoisse)
The anxiety that comes with recognizing our radical freedom and responsibility.
Reflection Prompts
After completing this experience, consider journaling on these questions:
What road not taken do you find yourself thinking about?
How might your regret be pointing to something missing in your present life?
What would it mean to fully own and commit to the path you're on?
If you could not go back, how would you move forward?
Ready to Begin?
This experience takes about 15 minutes. Find a quiet space where you can focus without interruption.
Begin The Crossroads