When Fear Holds You Back: Stoic Guide to Making Bold Choices

Reading time: 5 minutes

“We suffer more in imagination than in reality.” — Seneca the Younger

In the moments before a life-changing decision, most of us are paralyzed — not by what might happen, but by what we imagine could go wrong.

Stoic philosophers understood this human predicament. So, they offered three powerful antidotes for this mental gridlock:

  1. Distinguish between what you can and cannot control.
  2. Train your mind to see opportunity where others see only obstacles.
  3. Practice ‘Premeditatio Malorum‘ — the strategic premeditation of potential challenges.

Surprisingly, they remain as relevant today as they were in ancient Rome.

Using Premeditatio Malorum For Decision-Making

“Premeditatio Malorum” seems like a counterintuitive approach to decision-making.

Literally translated as the “premeditation of evil,” however, its practice transforms imagined fear from an obstacle into a strategic tool.

Imagine standing at a professional crossroads. Should you leave your current job? Launch that startup? Change careers entirely?

The Stoic method provides a structured path through such uncertainty.

Premeditatio Malorum isn’t about dwelling on negativity, but about confronting our deepest anxieties with clear-eyed rationality.

Honesty

The first step is brutal honesty. What’s the absolute worst that could happen? Perhaps you’ll lose your job and struggle financially.

You might face rejection, embarrassment, or temporary setbacks. By naming these fears explicitly, you strip them of their paralyzing power.

Prevention And Repair

Next comes prevention and repair. For each potential disaster, develop a concrete mitigation strategy. Can’t find a new job? Start networking now.

Worried about financial stability? Build an emergency fund.

Concerned about professional reputation? Maintain strong relationships in your current role.

Rewards

But the Stoic approach doesn’t stop at risk management. It demands you also consider the potential rewards.

What might you gain by taking this leap? Professional growth. Personal satisfaction. The simple, profound dignity of trying.

Most critically, the Stoics urge us to calculate the cost of inaction. We tend to overestimate external risks dramatically, while underestimating the slow erosion of potential caused by staying stuck.

Stoic Guide to making Bold Choices

Each day of indecision is a day stolen from your most ambitious self.

Courage

This isn’t about recklessness. It’s about calculated courage.

Marcus Aurelius, the philosopher-emperor, understood that true wisdom lies not in eliminating risk, but in developing the resilience to navigate it.

“You have power over your mind – not outside events. Realize this, and you will find strength.” – Marcus Aurelius, The Philosopher King

That quote tells us in just so many words that our capacity to respond to a challenge matters more than the challenge itself.

True wisdom is about internal resilience and perspective, not trying to control external circumstances. Once you decide to act despite fear, Marcus Aurelius says,

“The impediment to action advances action. What stands in the way becomes the way.”

Stoic Stories on Decision-Making

Four Stoic anecdotes on decision-making:

The Merchant’s Leap

Zeno of Citium stood on the dock, his merchant ship and entire fortune now lost to a sudden storm.

Most would have seen catastrophe. Instead, he saw an invitation.

Within years, he would transform his loss into the foundation of Stoic philosophy, teaching that true wealth lies not in possessions, but in wisdom and resilience.

From shipwreck to enlightenment, Zeno proved that our greatest opportunities often disguise themselves as our greatest setbacks.

Epictetus and the Broken Lamp

When a slave accidentally broke his favorite lamp, Epictetus didn’t rage.

“It was just a lamp,” he remarked calmly. “Things by their nature are breakable.”

His student watched, bewildered. The philosopher’s lesson was clear: External events are beyond our control, but our response is entirely our own.

True power isn’t preventing every mishap, but maintaining composure when mishaps inevitably occur.

The Governor’s Defiance

When Emperor Domitian threatened him with execution, Thrasea Paetus didn’t cower.

Instead, he calmly wrote his final statement, kissed his wife goodbye, and walked to his death with dignified resolve. He chose principle over survival, refusing to compromise his integrity.

That was a Stoic making a bold choice — proving that true freedom isn’t avoiding consequences, but choosing what matters most, even when the price is ultimate.

The Philosopher’s Exile

Seneca was banished to Corsica by Emperor Claudius, stripped of his status and influence.

Rather than descend into bitterness, he transformed exile into an opportunity for deep philosophical reflection. He wrote prolifically, studied nature, and refined his understanding of human resilience.

That was a Stoic making a bold choice — turning unexpected hardship into a crucible of personal growth and wisdom.

Final Words

Consider modern innovators and change-makers. They weren’t fearless; they simply refused to let fear have the final word.

Each tough decision expands the boundaries of what’s possible — not just for ourselves, but for those watching and learning from our example.

The next time you find yourself trapped in an endless loop of “what-ifs,” remember the Stoic practice. Define your fears. Plan your defenses. Imagine your potential. Then act.

Because in the end, we regret not the risks we took, but the opportunities we were too afraid to pursue.

...

When it comes to mental well-being, you don't have to do it alone. Going to therapy to feel better is a positive choice. Therapists can help you work through your trauma triggers and emotional patterns.