How Weakness Becomes Strength

Your greatest strength comes from your greatest struggle.

For me, that strength is curiosity. It’s helped me get to know and understand people well. I’m not the best in the world at it, but I’m pretty good—and it’s served both me and the people around me.

This strength is born from a place of lack—from a deep-seated belief that I didn’t have much to offer in conversations. So I learned to fill silence with questions that draw others out.

Initially I just enjoyed the feeling of relief to not have the pressure of carrying a conversation, but over time I realised that getting to know people is fascinating and a gift that they give to me. Everyone has a story, something interesting going on in their world that we can learn from and be encouraged by.

I’m grateful for those insecure (and incorrect) beliefs, because they led me to develop a strength I can use for good. What I once saw as a weakness has quietly become one of the most valuable parts of who I am.

It didn’t arrive as confidence or clarity. It arrived as compensation—an attempt to avoid discomfort, to fill silence, to protect myself from judgment. But somewhere along the way, that coping mechanism became curiosity. And that curiosity became connection.

The irony is that the belief I was trying to escape—that I didn’t have much to offer—ended up shaping something that helps me draw the best out of others. Not because I fixed myself, but because I followed where that insecurity led long enough to discover its value.

And maybe that’s the point.

We don’t just grow by eliminating our weaknesses. Sometimes we grow by walking through them long enough that they transform into something useful, even beautiful.

I don’t always need to have the perfect thing to say – and I’m comfortable with that. It keeps me curious, engaged, and open, creating space for other people’s stories to come alive.

And for that, I’m genuinely grateful.

Experience = Overconfidence

Expertise is worth its weight in gold.

But overconfidence will kill you eventually.

Risky behaviour might pay off once or twice or even more, but eventually all of your chickens will come home to roost.

‘Experience is making the same mistake over and over again, only with greater confidence.’ (Michael Lewis quoting Carter Mecher)

Or as Nassim Taleb puts it, when talking about the attribution bias, ‘You attribute your success to skills but your failures to randomness’.

Statistically, someone is bound to succeed through risk taking and luck, just as someone else is bound to fail miserably through taking the exact same risks and having bad luck.

We live in a wicked world with complex problems, and we behave as if we live in a kind world, with simple problems. Generally, it seems to work for us when things are stable, but stability is never guaranteed and there are occasions when everything gets disrupted. (They seem to be happening semi-often at the moment).

If you’re environment is telling you that you are great at something, and paying you handsomely to do that thing, you will begin to believe that you are great at it and deserve to be paid well for doing it. But what if you are not actually great at it? What if it is just a matter of luck that has landed you in a place that has made things fall in such a way that it doesn’t matter what you do everything works well for you…until it doesn’t?

The answer is humility. Recognising that you could be wrong about something. About anything. Entertaining that thought, even just for a moment is an act of generosity to you and those around you.

The Generosity of Confidence

“Confidence is your ability to see yourself as flawed, as imperfect, but still hold yourself in high regard.” – Esther Perel, quoting a friend.

For some, confidence is all about bravado. About ‘faking it til you make it’. About focusing only on the good things and covering over anything that is bad so that no one sees it, and so it doesn’t exist. It is strength. It is power. It is arrogance.

They also would consider humility a weakness, and something to be avoided at all costs because you ‘cannot be strong and humble’.

I strongly disagree.

There is a strength that comes with being self-aware enough to know that you are flawed, and you are imperfect, but at the same time you can be confident in who you are and what you bring.

Failing to recognise your flaws and imperfections is not strength, or confidence. That is weakness. Everyone else can see it. Even if you think you are excellent at hiding it, it seeps out. Everyone knows you are flawed and imperfect. Don’t kid yourself, because you would be the only person you are kidding.

This humble strength is innately generous. It gives you space to recognise that you aren’t what you want to be yet, but even so, who you are right now is awesome. You can be confident in that.