Our transformative moments of growth often stem directly from our toughest moments of failure.
Don't fear failure—learn to fail smart and fast. Never fail the same way twice.
2. The Growth Paradox
Growth takes a longer time coming than you think, but then happens much faster than you ever thought possible.
Growth happens gradually, then suddenly.
The best things in life come from allowing compounding to work its magic.
Slowly, then all at once.
3. The Persuasion Paradox
Have you ever noticed that the most argumentative people rarely persuade anyone of anything?
Persuasive people don't argue—they observe, listen, and ask questions.
Argue less, persuade more.
Persuasion requires a paintbrush, not a sledgehammer.
4. The Productivity Paradox
Work longer, get less done.
Parkinson's Law says that work expands to fill the time allotted for its completion. When you establish fixed hours to your work, you find unproductive ways to fill it.
Work like a lion instead—sprint, rest, repeat.
5. The Fear Paradox
The thing you fear the most is often the thing you most need to do.
Fears, when avoided, become limiters on our progress.
Make a habit of getting closer to your fears—treat them as magnets for your energy and you'll find growth on the other side.
6. The Intelligence Paradox
Intelligence can lead to stupidity.
Intelligent people are more likely to fall victim to stupidity by convincing themselves they are smarter than the system.
They create complexity vs. doing the boring thing that works.
Never outsmart yourself.
7. The Advice Paradox
Taking more advice can leave you less well-prepared.
Most advice sucks. It's well-intentioned, but it's dangerous to use someone else's map of reality to navigate yours.
Winners develop filters and selectively implement advice—take signal, skip noise.
8. The Effort Paradox
Effortless, elegant performances are simply the result of a large volume of effortful, gritty practice.
You have to put in more effort to make something appear effortless.
Small things become big things, simple is not simple.
9. The Wisdom Paradox
"The more I learn, the more I realize how much I don't know." - Albert Einstein
The more you learn, the more you are exposed to the immense unknown. This should be empowering, not frightening.
Embrace your own ignorance. Embrace lifelong learning.
10. The Opportunity Paradox
Take on less to accomplish more.
Success doesn't come from taking on everything that comes. It comes from focus—deep focus on the projects that really matter.
Say yes to what matters, say no to everything else. Your time is an asset to be cherished.
11. The Boredom Paradox
The most creative, captivating ideas stem directly from periods of intense boredom.
You're bored, your mind wanders, your thoughts mingle—creative insight strikes.
Boredom sparks creativity. Schedule more of it into your weeks.
12. The Social Media Paradox
More connectedness, less connected.
Social media has created more connectedness than ever before, but we feel less connected to those around us.
Schedule time to disconnect and you will feel more connection.
13. The Talking Paradox
"We have two ears and one mouth so that we can listen twice as much as we speak." - Epictetus
Talk less to say more.
If you want your words and ideas to be heard, start by talking less and listening more. You'll find more power in your words.
14. The Speed Paradox
You have to slow down to speed up.
Slowing down allows you to restore your energy, notice things you previously missed, be more deliberate with your actions, and focus on the highest leverage opportunities.
Move slow to move fast.
15. The Looking Paradox
Stop looking in order to find what you're looking for.
Ever notice that when you're looking for something, you rarely find it? Stop looking—what you're looking for may find you.
Applies equally to love, business, happiness, and life.
16. The Icarus Paradox
Icarus crafted wings. Emboldened by success, he flew too close to the sun, which melted the wings and sent him to his death.
Overconfidence blinds the incumbent to coming disruption.
What makes you successful can sow the seeds of your downfall.
17. The Shrinking Paradox
You may need to shrink before you can grow.
Subtraction may feel like a step back, but it's a necessity for long-term growth.
We all need to embrace the mantra of "less, but better."
One step back, two steps forward is a recipe for long-term success.
18. The Money Paradox
You have to lose money to make money.
Every successful investor and builder has stories of the invaluable lessons learned from a terrible loss in their career.
Sometimes you have to pay to learn. Always put skin in the game.
19. The News Paradox
The more news you consume, the less well-informed you become.
Nassim Taleb's "noise bottleneck" says more data leads to a higher ratio of noise-to-signal.
Want to know more about the world? Turn off the news and go spend time in it.
20. The Death Paradox
You have to know your death to truly live your life.
Memento Mori is a reminder of the inescapability of death. It's not intended to be morbid—but to illuminate and inspire.
By accepting our time as finite, we are able to appreciate its precious nature.
Those are 20 of the most powerful paradoxes of life.
Life is never black and white. Fall in love with the beauty in the dynamic complexity all around us. Study the contradictions, know the pitfalls, and embrace the little bits of chaos.
This is the recipe for a life well lived.
The Fear Paradox is one that has really changed my life.
Run towards those things that scare you.
Embrace that feeling of being an embarrassing beginner.
Embrace the imposter syndrome.
Oh, and yes, Happy Turtleneck Season, to all those who celebrate.
21. The Choice Paradox
More choices, less satisfaction.
You might assume that more choice would be a good thing, but research has shown that more options lead to less happiness with whatever option is selected.
In a world of abundance, what we truly crave is scarcity.
22. The Desire Paradox
Desire leads to more achievement and more suffering.
Desire is a powerful force for growth, but the quest for more often distracts from the beauty of enough.
Pursue growth, but never forget the beauty in simplicity.
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I see a lot of bad advice out there when it comes to making money.
Here's my attempt to provide some good...
My honest advice to someone who wants to make a lot of money:
1. The only way to make a lot of money is to create a lot of value.
Here's a harsh truth: No one hands out money. No one is going to pay you just because they like you or think you're cool. That's not the way the world works.
Money earned is a direct byproduct of value created.
The only way to get rich is to create a lot of value for others, and capture a portion of that.
It's not talking about the thing, it's not brainstorming the thing, it's not asking about the thing, it's not thinking about the thing.
I think the whole “alcohol is poison” thing is too black and white.
Social connection is one of the most important factors for your physical health.
If having a beer with your friends promotes that connection, good for you.
If it doesn’t, also good for you.
The point: Do you.
I’ve personally reduced my alcohol consumption about 90-95%, but if I’m with a new or old friend and they want to share a drink of something special, I’m in.
Further, as a society, I think that we should worry less about the couple of beers we drink per month and more about the fact that we stare at phone screens all day, argue on social media with strangers, consume too much sugar, and are far more sedentary than our ancestors.