OLIVER WENDALL HOLMES, SR.

It's important to have a plan.

But as Mike Tyson famously said, "Everyone has a plan until they get punched in the mouth."

Plans have to be dynamic—and punch-proof! You'll only go as far as your ability to absorb and pivot on the fly.

All mainstream financial advice tells you one thing: save now to enjoy later.

It should come with  a caveat:

You have to enjoy the prime of your life! Now and then, it's ok to save a bit less to go to that concert with your friends.

Find your balance.

For decades we told children they had to attend a traditional four-year college, or else they were a failure.

That is a lie—and we loaded a generation with student debt because of it.

Four-year degrees make sense for many, but not for all.

Follow YOUR path.

A classic we are told as children—the residue of which carries into adulthood for far too many.

When we open up to those around us, we stimulate, learn, and grow.

A rule of the fixed, stagnant, and hierarchical—often used to keep employees in line.

It's great to double down on your strengths, but never let external pressures prevent you from expanding your domains.

Growth mindsets rule the world.

This might have been a good rule in the Industrial Age, but its foundation is crumbling in the Digital Age.

The way we work is fundamentally changing—opportunities for creative, unstructured career paths are endless.

Find your Zone of Genius and operate in it.

Complacency will always lead you down a bad path.

Just because something isn't broken, doesn't mean it can't be improved.

Continuous improvement is the way. Focus on small, incremental improvements—day in, day out.

Children are born with an insatiable curiosity, but somewhere along the line, we are told to stop asking questions.

The most successful people in the world never listened—they broke this rule.

Ask questions. Be curious. Be interested.

This isn't a movie that you're watching on your TV.

You are not a passive observer of your own life. There are times to sit back, and there are times to push.

Learn to identify the difference and never be afraid to provide a little push.

Society celebrates experts in any given field.

But as David Epstein finds in Range, many experts succeed because of the range of pursuits that preceded their main endeavour.

Become a polymath. Generalize first, specialize later.

This rule has paralyzed would-be action-takers for generations.

The reality: there is no such thing as the perfect moment.

Sometimes you just have to open the door, jump out of the plane, and hope you packed the parachute tight.

We are told to methodically consider the pros and cons of every big decision in our lives.

As a result, many of us have decision paralysis.

With big decisions, you're actually better off making them fast—let your gut and instincts guide you.

It's easy to condemn self-promotion when you're at the top.

But when you're first starting out, you may be the only one in a position to promote.

When you put in the work, energy and love, share it with the world! Genuine pride is infectious.

Hard work is important—but it's relative, not absolute.

In the Digital Age—when creative and inspired work stands out and is rewarded—what you work on is more important than how hard you work.

Play your game, not theirs. You’ll play it better.

As children, we are taught to live by an ever-expanding set of rules. The rules keep us safe. They limit our downside during a fragile period of our lives. They also limit our upside, as they create artificial constraints on our movement and collisions as we travel through the universe.

Ru...