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Question

When is the right time to quit your job?

Answered by Stefano De Cubellis

The right time does not exist. What exists is the moment when the cost of staying exceeds the cost of leaving — and that threshold is different for everyone. Stefano never waited for the perfect moment for any of his choices: he waited for the moment when the discomfort of staying had become stronger than the fear of leaving. If you wake up every morning with a weight on your chest that has nothing to do with tiredness, if the problem is not the day but the system you live in, the moment is now.

What the letters say

From Letter 01 — Here we go again

One night, I wrote it in a hotel, in a country I don't even remember, in a notebook no one has ever read: "I've never gotten one wrong. But I've never persisted. I've always waited for an easy result only to quit like an idiot."

But this time I won't leave these words in the notebook.

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From Letter 02 — Choosing who to be

There's a precise moment when everything changes. Not when you understand what's wrong. You already know that. It changes when you decide that the old you isn't coming with you anymore. When you leave him there, with his habits, his fears, his excuses. And you start walking alone toward someone who doesn't exist yet but who you already feel inside. From that moment the game becomes something else. It becomes beautiful. Hard, but beautiful. Because the struggle finally has meaning. And like everything worth having, it takes practice

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From Letter 03 — The price no one wants to pay

The answer was: "It's not the right time."

In that moment I had two paths. Accept and continue as an employee. Or leave without knowing what I would do next.

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Related Questions

How do I know if I should quit or endure?

Ask yourself: is the discomfort I feel tied to this specific job or to the difficult phase of something meaningful? If the answer is "this job no longer makes sense for who I am becoming," you already have your answer.

Is it responsible to quit without a Plan B?

It is irresponsible to stay in a place that is dimming you while waiting for a certainty that will never come. Plan B does not have to be perfect — it has to exist. But do not use it as an excuse not to act.

Is the fear of quitting a good reason to stay?

No. Fear is the signal that the choice matters, not that it is wrong. If staying does not scare you at all, ask yourself if you have simply surrendered.

Read the most relevant letter: "Here we go again" →
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