The Paradox of Choice
Imagine you're standing at a career crossroads. Path A is flexible—you can enter anytime and leave whenever you want. Path B looks prestigious but has strict rules: enter now or forever hold your peace, and once you leave, there's no coming back.
Which would you choose?
Many ambitious professionals pick Path B, believing it offers more "option value"—the ability to keep multiple future possibilities open. After all, you can always jump to Path A later, right?
But here's the unexpected truth I've seen again and again: The careers that seem to offer the most theoretical options often trap you in practice. This could be described as a difference between the “Theoretical option value” vs. more important “practical option value”.
Meet Jane: Trapped by "Open Doors"
Jane was brilliant and wanted to maximize her positive impact on the world. After careful consideration, she chose finance—a competitive field that promised excellent salary, skills, and prestige. Her reasoning seemed sound: "It's easier to move from finance to other sectors than the reverse."
Option value tipped the scales in her decision.
But something strange happened. As Jane climbed the ladder, each time a more meaningful opportunity arose, she declined it with the same logic: "I can always leave finance later, but I can't easily return."
Years passed. The psychological weight of sunk costs grew. The salary golden handcuffs tightened. The skills became more specialized and less transferable.
By the time Jane reached retirement, she realized with regret that she had declined dozens of potentially more impactful paths—all to preserve an "option value" that, paradoxically, kept her stuck in one place.
Theoretical vs. Practical Option Value
The problem isn't with option value itself. It's with confusing two very different types:
Theoretical option value: The doors that appear to remain open on paper Practical option value: The doors you'll actually walk through in real life
Fields like academia, finance, and specialized technical careers often promise theoretical options while quietly eroding practical ones through:
Escalating opportunity costs ("I'd have to start at the bottom")
Sunk cost fallacy ("I've invested too much to leave now")
Status anxiety ("What will people think if I switch?")
Lifestyle adaptation ("I can't take the pay cut")
Skill specialization ("My expertise isn't transferable")
Breaking Free: How to Avoid the Option Value Trap
Focus on practical flexibility, not theoretical doors. Ask: "What careers actually see people move in and out frequently?"
Map your decision criteria early. Write down exactly what would make you switch careers now, so future-you has clear guidance.
Use the clean-slate test. Regularly ask: "If I were starting fresh today, would I still choose this path?"
Seek external perspective. Find mentors who share your values but aren't emotionally invested in your choices.
Watch for warning signs. Be wary of fields where people talk about leaving but rarely do. That's a red flag that practical option value is low, regardless of theoretical options.
Remember: Options Are Means, Not Ends
Option value isn't the goal—it's just a tool to help you find your highest-impact path. If preserving "options" becomes the reason you repeatedly turn down more meaningful opportunities, you've fallen into the trap.
The most valuable option isn't the ability to return to your current path—it's the freedom to pursue what matters most when you discover it.
What career choices are you making now? Are they truly keeping doors open, or silently closing them?
There's another weird thing about option value: if you're trying to maximize impact and you're relatively risk-neutral, going all-in on one career might be higher EV than trying to keep options open. In other words, minimizing the worst case isn't the same as choosing the highest EV option.
Eye-opening. Thanks for Sharing such an insightful pieces J.Savoie