How do I stop being scared of failure?

A student wrote to me with this question:

How do I stop being scared of failure? A lot of the times I don’t go for activities/ competitions or even play games with my friends because I’m scared of losing. In my mind, if I don’t win, I’m not good enough. How do I get out of this mindset?

I don’t think it’s helpful to link success and failure with one’s self worth, or to infer if one is good enough based on one’s success or failure. That’s a misunderstanding of the relation between success/failure and the measure of how much one is good enough.

To quote a book I read years ago, “Failure is but a postponed success.”

Why? Because failure is more educational and informative than success, and failure is the means by which we improve and get better at things. In other words, you can’t be good enough until you have learnt how to avoid being bad at something, and you learn about the things to avoid from your failures.

I know many people think that I am very successful. But behind the scenes, these success are borne out of my many spectacular failures. The teaching of my module is a perfect example. I’m able to teach it so much better this semester because of the numerous failings and mistakes I made in the previous semester. Of course, failure is unpleasant. I don’t like it as much as you do, and I sometimes lose sleep over it. But it gives me so much insight to better understand why something didn’t work, and I know what not to do the next semester. It also allows me to can explain and tell others why they shouldn’t do something and what would happen if they were to try that.

Only those who have failed enough times will have this kind of experience and knowledge to offer. The one who succeeds can only say so much about why one should do a particular method, but that person is limited and cannot say what will happen if one were to try otherwise.

So if you were to compare me (and my numerous failures) with someone who succeeded all the way, I have more insights and experiences to share and more value to add than the one who did not encounter failure. Who would you say is better? The one who failed many times, right? There’s more to learn. So this makes me more masterful and better at what I do.

If it helps you feel less scared of failure, one thing I always tell myself is that everything I do is an experimental research, so I am prepared to lose because I want to learn from the experience and understand why it didn’t work. It also reduces the anxieties I have about getting it right the first time. You can’t fail if you wanted to fail to learn, because your failure is your success! Haha!

It’s important to expose yourself to more failures so that you feel less apprehensive about it. And truth be told, games are the best for this. Because you can lose in a fun environment where everyone can laugh and have a good time about it. You can always imagine or role play as someone else, if it helps. If you lose, it’s not you who failed but your role-play character who messed up! And that’s ok!

How do I deal with imposter syndrome?

A student wrote to me with this question:

How do I deal with imposter syndrome? I’ve been doing pretty well in many aspects of my life recently (this wasn’t the case in the past). I just feel that I’m actually not worthy of all this or soon I’ll just stop being successful. I know i’m putting in more effort now which could be why I’m doing well but at the same time I’m just feeling very insecure nowadays.

I think this experience is very common, and it’s something we will encounter every time we step into a new role or responsibility. I feel that way each time I take on a new task, and my Teaching Assistants (TAs) can attest that they feel that way too when they first became TAs.

There are two issues I do wish to address:

(1) Firstly, when we’re new to something, we don’t identify ourselves as one of “them,” as one of the pros who have been around for longer and who seem to do better than us. It’s good to model yourself after them, but they’re really not the right benchmarks for us to compare with. I say this because you don’t have the same level of experience as they do. So if you keep benchmarking yourself against them, you will always feel that you’re not good enough, and it becomes harder for you to see yourself as one of “them,” thereby prolonging the feeling that you are an imposter.

What’s more important is to learn to settle into your role and take credit for all your successes, big and small, and especially the small ones. Aim to be excellent in the tasks and responsibilities given to you. As you do this well, your team mates or colleagues will begin to rely on you more. This will make you feel more integrated into the team, and you’ll soon feel like you have become one of them.

(2) Of course, everything I said above can be undermined if you have a low self-esteem or are unnecessarily harsh on yourself. Truly, we are our worst enemies. We work so hard to get so far, and once we’ve made it, we start to tell ourselves we are not good enough. That’s really not a nice thing to do to yourself.

I want to share with you an advice a friend shared with me the other day: “You are your own friend. So, don’t say things to yourself that you would never say to your friends.”

We can be really mean to ourselves and say very discouraging and even hateful things. That’s not healthy, and it’s important that we learn to be kind and patient with ourselves in the same way that we are kind and patient to our friends. Once we do this, we can begin to appreciate the good that we’ve achieved by our own effort.

So tell yourself what I say to you: Well done! I’m proud of you. Keep up what you’re doing. I’m sure you’ll continue to do well. :)

Do you have any thoughts on love and relationships in general?

A student wrote to me:

Sometimes it seems like others are finding love so easily, whereby the person they like is also single and/or just so happens to like them back. For me, such incidences of fate have never materialised and I wonder how some just have it so easy. No real question, just wondering. Do you have any thoughts on these sentiments/love in general.

Let me begin by defining how I think about love. I once came across this quote: “To love is to delight in the existence of the other.”

And because I delight in that person’s existence, I want that person to exist more fully, to grow and to develop to one’s fullest possible extent in every aspect. In this way, I can delight more richly and wholesomely in that person’s very existence.

It’s such a delightful thought, isn’t it? :)

Now all that said, I totally understand where you’re coming from! I was once in your shoes for a very very long time. I had been friend-zoned a couple of times, and on one occasion, I confessed to a girl, and she rejected me on the grounds that I’m of a different socio-economic class (that was so WTH!).

Looking back, I realised now that I had missed the subtle advances of some girls back in my teenage/young adult life. I was just totally oblivious to it. I think a lot of us are oblivious to noticing the subtle advances of others.

Well, to be fair, confessing and taking the friendship to the next level is a high stakes game. Both guys and girls are incredibly afraid and anxious about it: What if I get rejected, what then becomes of this friendship? And because both parties are often so afraid, none dare to make any obvious moves for fear of rejection.

So let me share with you an advice I got when I was in NS, and it is advice that helped me a lot. If you are interested in a person, but unsure whether that person likes you, treat every non-negative response as a sign that he/she is interested in you. If you ask the person to hang out with you and the person didn’t say no, that’s a good sign. If you said you wanted to initiate a phone call and the person didn’t say no, that’s a good sign. If the person messages you or initiates outings, even better – that’s a really really good sign of interest! Over time, the more you think this way, the more confident you will become around that person. And confidence is an incredibly charming and attractive quality.

Nothing screams – “MARRY ME AND GENERATE SPAWNLINGS WITH ME!!!!!” – more than confidence. You can be fugly as hell but if you have confidence as great as Mount Everest, people will still be incredibly attracted to you. This statement is true for both males and females. If you don’t believe me, when COVID is over and we don’t need to wear masks anymore, go sit at a cafe and watch the world go by, i.e. people watching. There’s a lot of unattractive people who are very much in loving relationships. You might wonder how that’s possible, or disapprove of their coupling because it looks like a live-action adaptation of Beauty and the Beast. But hey, they’re happy because all they need is that one person to be attracted to them: their partner.