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A high school teacher warned that always maximizing optionality is a recipe for unhappiness. This contrasts with investing, where optionality is valuable. The speaker found his greatest personal and professional fulfillment came from deep commitments that deliberately closed doors to other options.
The allure of infinite options encourages people to "slide" into major commitments like relationships without making a clear decision. This ambiguity, done in the name of preserving optionality, is far more likely to lead to failure than making a firm, early choice to commit.
The sacrifice required for a huge, long-term goal isn't just the initial hard work. It's the continuous discipline of saying "no" to new, exciting ideas and ventures that will inevitably arise. Committing to one big thing means giving up participation in many other potentially interesting things.
Coming from an investment CEO, this is highly counterintuitive. Hobson advises against making significant life choices, like changing jobs, based solely on money. Taking a slightly higher-paying job at a company or with a boss you don't love often leads to misery, making the financial gain a poor trade-off for overall life satisfaction.
The modern desire to maximize optionality is fundamentally at odds with achieving deep commitment. True commitment, whether in relationships or business strategy, is defined by the deliberate elimination of alternatives. To gain the significant rewards of dedication, one must consciously choose and forego other possibilities.
The modern emphasis on pursuing happiness as an end in itself is often counterproductive. True happiness is more often a byproduct of engaging in meaningful activities like work, relationships, or helping others. Directly chasing the feeling of "happiness" sets unrealistic expectations and can increase unhappiness.
A psychology experiment revealed that people forced to commit to a choice became happier with it over time because the brain rationalizes the decision, effectively manufacturing happiness. In contrast, keeping options open leads to second-guessing and dissatisfaction. Decisiveness is a key to happiness.
Modern culture defines freedom as autonomy and keeping options open. A more powerful form is the "freedom to do hard things," which is only achieved through commitment. By closing off options—like committing to a person or a craft—we gain the capacity and skill to achieve meaningful goals.
Due to the finite nature of time, you can't truly "keep your options open." Refusing to commit to a path is still a choice with its own set of consequences. Every decision, including indecision, is a form of "settling" because it closes the door on all other possibilities for that moment.
Unlike a capitalist transaction, finding one's purpose means investing in something—like children, a cause, or country—from which you can never get a full return. This one-way investment of love, concern, and effort is precisely what creates a profound sense of meaning and purpose in life.
Continually seeking the optimal choice ("maximizing") leads to dissatisfaction, regret, and unhappiness. Instead, practice "satisficing" by setting "good enough" criteria for decisions. Once a choice meets these criteria, commit to it and move on, saving cognitive bandwidth for what truly matters.