A young man in his mid-20s came to me a few years ago. Well, technically, his parents sent him. They wanted me to “talk some sense into him.” He had decided he was done with the corporate world. Said it was petty. Petulant, even. He didn’t believe in it, didn’t enjoy it, and didn’t want to stick it out.
He had no grand plan for what came next—just a clear conviction that there had to be something better.
We had a fantastic conversation. We explored possibilities, entertained wild dreams, and poked at what really mattered to him. He didn’t need advice. He needed space to think.
His parents, on the other hand, were unimpressed. They were hoping I’d march in, deliver a sermon about hard work and perseverance, and send him back to the grind. Instead, I made quitting sound even more interesting.
In their eyes, I’d joined the rebellion. Alas.
Quitters Never Win?
Let’s face it—quitting gets a bad rap.
Everywhere you look, there’s something preaching against it. Posters shouting “Never give up!” Books with suitably motivating titles. And videos of people crawling across finish lines while orchestras swell in the background.
It’s all very dramatic. And, frankly, slightly exhausting.
But what if quitting isn’t failure? What if, instead, it’s a deliberate, thoughtful choice?
We tend to think of quitting as dramatic or desperate. But some of the most thoughtful people have done it with calm, clarity, and purpose.
A Bend in the Road
Simone Biles, the world’s most celebrated gymnast, stunned everyone at the Tokyo Olympics by withdrawing from several events. She was at the top of her game, but “the twisties” had set in—a mental block that could have caused serious harm. So, she stepped back. It wasn’t weakness. It was wisdom.
Ashleigh Barty retired from tennis. Twice. The first time, she left to play professional cricket. The second, after winning Wimbledon and the Australian Open, she walked away for good. Why? She’d achieved what she wanted and didn’t see the point in chasing more.
Ravichandran Ashwin recently retired from Test cricket. He’s known for adapting and reinventing himself. His decision wasn’t emotional or sudden. It was calm, careful, and clear-eyed.
These aren’t stories of people giving up. They’re stories of people turning corners.
The Quiet Quitting Trap
Then there’s the other kind of quitting. The quiet kind.
You show up every day, but your mind isn’t in it. You go through the motions, but the spark is gone. The work feels dull. The goal is a blur.
It’s not quitting, technically. But it might as well be. Quiet quitting isn’t dramatic. It’s just sad.
The Sunk Cost Spiral
Knowing when to stop isn’t easy. Especially when you’ve poured so much of yourself into something.
But not everything we invest in is worth continuing. Sometimes, we keep going for all the wrong reasons.
Sendhil Mullainathan, Harvard professor and co-author of Scarcity, explains this beautifully using a simple classroom game. He auctions off a $20 note. The rules are simple: the highest bidder gets the $20, but both the highest and second-highest bidders must pay their bids.
It starts off small—$1, $2—but then things get out of hand.
Someone bids $1. Someone else says, “No way he’s getting $20 for just $1,” and bids $2.
Now both are stuck. The highest bidder may get the $20, but the second-highest still has to pay.
The $1 bidder thinks, “I can’t lose $1 for nothing. I’ll bid $3—maybe I’ll win.” The other counters with $4. Then $5. It still feels like a bargain.
But soon, it becomes about something else. Not losing face. Not “wasting” what’s already spent.
And just like that, it spirals. $10. $20. $30. Even more.
It sounds silly. But we do this all the time. Stay in jobs we don’t enjoy. Stick with plans that no longer excite us. Keep going just because we’ve already spent time, effort, or money.
It’s not about the $20 anymore. It’s about the fear of letting go.
The Strength of Knowing
Here’s the thing about quitting: it’s not about giving up. It’s about knowing when to step back and ask, “Is this still worth it?”
Some goals begin as passing desires. But they can grow into something deeper, if nurtured. Other times, we realise the goal was never really ours to begin with.
Both are perfectly okay. What matters is that we notice the difference.
And just to be clear—this isn’t about walking away the moment something gets hard.
Challenge is part of the journey. Stay. Struggle. Figure things out.
What I’m speaking of is the opposite: don’t stay in something just because you’ve already stayed for a bit.
Not every story of quitting makes headlines. Some play out quietly, with a different kind of courage.
Moving Forward
As for the young man who walked away from the corporate world? He’s doing well—for now. He’s a tour guide and runs a fledgling travel company, employing four other people. Still figuring things out, but loving the journey. “I wake up with joy,” he told me.
Quitting didn’t end his story. It helped him start a better one—at least for this chapter.
I’m not saying he’s found his forever. Or that every day is perfect. Just that, at this point in time, this is where he is. And it seems to fit.
Sometimes, what looks like the end of the road is just a bend.
You pause. You breathe. And then, you move forward—lighter, clearer, and ready for what’s next.