The pain of dreaming big

Every commencement speech tells you to dream big. I want to clarify that dreaming big specifically relates to who you become – not what you have. Fantasising about Ferraris doesn’t count. In this model, they are a possible side effect of delivering something valuable to the world.

Dreaming big comes naturally to those who are ambitious, but some people don’t. Why don’t they? Freud is my friend here. Not dreaming big is less painful than dreaming big. Big accomplishments come with increased responsibility, hassle and resentful friends. Nobody likes those things. I think every human being can relate to this. At the same time, convincing yourself that something that is out of reach isn’t worth it has a name. In Ancient Rome, they called it sour grapes. Literally, the expression comes from this: you cannot reach the grapes, so you convince yourself that they are sour – so you don’t have to keep reaching. It’s a form of nihilism: “it’s not worth it anyway.” Personally, I never suffered from this. Grapes are yummy. However, I have another issue.

Dreaming big focuses on the future. It stretches you. It sets a vision on what should be in your head. However, when you snap out of the big dream – it really hurts. Looking at reality will inevitably cause you to question what is responsible for the discrepancy. This may be another reason that stops people from dreaming big. Furthermore, even if you have the audacity to dream big, feeling bad about yourself in this manner hampers your chances of achieving your dream.

Happiness is most certainly a function of expectations, not reality. In fact, to make it nice and mechanical, let’s (over)simplify: Happiness = reality – expectations.

It is easy to be happy if you have no sense of entitlement. This is a nice way of saying it. It is stoicism in a sentence. Let’s try this: it is easy to be happy if you have low expectations. Hmmm. This calls into question the idea of dreaming big. It seems that reality hurts more when you have big dreams as happiness becomes a negative “number”. While there is technically a difference between a dream and an expectation, but I think for anyone who really believes in their dreams, it is kind of the same thing.

The only solution I can think of is patience. Patience means that you don’t expect is all and expect it now. I recall dreaming of being a doctor. I knew no bigger dream at the time. It didn’t hurt so much when I was 17 and on track – though the dream was still only a dream. It becomes more complex when you are an adult. When you see others who achieve humongous things at an exceptionally young age, when you start comparing yourself to others – your patience seems to die a sudden death. For me, thinking about Mark Zuckerberg or the chap who came up with Snapchat makes me feel like I am already late to the party.

Another bit of common wisdom comes to mind – don’t not compare yourself to others. Is it good advice? Comparing yourself to others is part of understanding reality. I believe that self-awareness and awareness of reality are paramount – hence my interest in mindfulness. So comparing yourself to others it’s at least in part useful. However, it has to be balanced with feeling good about yourself – I don’t think anyone ever achieved anything through hating themselves. In fact, comparing yourself to others could even be pleasant – look at you doing better than some of your classmates. Twisted, but true. Apparently, that’s the same mechanism behind people watching the Kardashians being ridiculous. I don’t know. I’ve never gone there. Looking up to a role model – our fundamental way of learning – is a form of comparing yourself to others, only here you strongly believe that one day you can become a version of this person.

I think it is good advice in the sense that in the long run, you’re only ever fighting against your former self. If you are trending upwards, it doesn’t really matter where you rank in the short term.

Lastly, it is important to get good at dealing with failure. It is my rule that if something hurts too much – a rejection, a failure, whatever – I am taking it personally. The only way to approach this is like a game. A sort of hobby. The moment you begin to take it personally, you lost. There is a temptation, especially among overachievers, to bet their self-esteem on achievements. Bad idea. Just like in negotiating – you should never put yourself in a situation where you can’t walk away from a deal. The way to do that when it comes to expectations is to remember that you are distinct from your mission – no matter how much you love it.

After all, dreaming big is about who you become. Winning is a long game, so big dreams, patience and a good understanding of reality will be required.