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10 Things I'd Tell My 21-Year-Old Self About Career Success

10 Things I'd Tell My 21-Year-Old Self About Career Success
Photo by Igor Omilaev / Unsplash

In the last five years I've grown faster than at any point in my career.

I've increased my income by 5X as a result.

If I had a time machine, here's what I would tell my 21 year old self:


  1. Master the basics

The most important skills are the ones you learned when you were five.

  • Storytelling
  • Writing
  • Speaking
  • Persuasion
  • Making friends

Bonus points:

  • Problem-solving
  • Decision-making

Invest time to improve these skills and they'll fuel everything else.


2. Optimise for growth over salary.

Your accumulated knowledge and experience will take you further than the extra bit of income you might make along the way.

You'll make fractionally less in the short term and multiples more in the long term.


3. Go deep or go broad.

Path A: Focus on becoming an expert in one specific area and you'll open doors that would otherwise be closed to you.

Path B: Find one thing you can be top quartile at, and one or two more things you can do well. The combination will make you dangerous.


4. Get comfortable with discomfort.

Impostor syndrome is a sign that you're doing the right thing. You're walking on the edge of your perceived competence. You're pushing boundaries and learning.


If you're not feeling impostor syndrome, that's great... but how long do you plan to stay in your comfort zone?


5. Be persistent.

The biggest barrier to success is often simply giving up too soon.

When you encounter setbacks, don't let them discourage you.

Get back up and try again.


6. Be patient.

As long as you're taking the right actions, don't rush the process. The people who keep checking the oven end up ruining the cake. Be proactive, but give things time to cook. Never crystallise losses before you're forced to. Be persistently optimistic.


7. Learn to sell.

Learning to persuade, and to communicate value are skills with compounding benefits. If you learn to sell your background, your skills and your ideas, you'll be able to sell any product.

Learn what motivates people, and how to negotiate beneficial outcomes.


8. Find a mentor.

Mentors can accelerate your growth by years, if not decades.

Find someone who's two steps ahead. It's like loading up a 'save game' from someone who's already beaten the boss on your level.


(cont.)

Collect as many data points as possible. Avoid common mistakes.

Bonus: help someone who's two steps behind. The process of teaching helps cement your own learning.


8. Be coachable.

Most people don't know how to take on advice. They're not open to being challenged, and don't see correction as an opportunity to grow.

Have a growth mindset.

Bonus: not all advice is good advice. Be wary of experts from worlds that no longer exist.


The best athletes in the world are the ones who are coachable.

They listen to their coaches and take their advice to heart.

They're also not afraid to make changes based on that advice.


9. Seek asymmetry.

Many actions have binary outcomes. You get out what you put in. But there are many ways to invest your time, energy, and resources that can yield benefits far greater than your initial effort.

Sometimes asymmetric work will look below your pay grade. Stay humble.

Most of the time, asymmetric work will seem above your pay grade. Be eager.


10. Optimise for serendipity

The best thing you can do for your career AT ANY POINT is gravitate towards a digital or physical locus of serendipity.

Find the place where you're most likely to intersect with the greatest volume of high quality ideas, people, and opportunities.



If you can master these nine things, you'll be well on your way to a successful career. Just remember,

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