What Steve Jobs and Theodore Roosevelt Knew About Success (And You Can Too)


Keep Moving Forward:
The Warrior’s Way to Success


Last week, during my regular accountability call with my business coach — a man who runs 8-figure businesses by working just one hour a week — we found ourselves laughing about something that once used to weigh heavy on both our hearts.

It wasn’t the money.

It wasn’t the success.

It was the invisible fear that once shackled us: the uncertainty of not knowing whether the next step would be the right one.

He and I are at similar stages of our lives now — "living our golden years," as we like to say — having spent decades battling through the blood, sweat, and self-doubt that most people only see from the outside.

We’re now in a rare position: we can build new ventures with wisdom, discretion, and most importantly, a sense of fun.

But that luxury was earned.

One truth we both agreed on: the world rewards those who keep moving forward.

You don’t need to know every step.
You don’t need to predict the future.
You just need to take the next step, and then the next.

We chuckled, quoting Steve Jobs:

"You can't connect the dots looking forward; you can only connect them looking backward."

And we reflected on Roosevelt’s timeless truth from The Man in the Arena:

“It is not the critic who counts: not the man who points out how the strong man stumbles or where the doer of deeds could have done better.
The credit belongs to the man who is actually in the arena, whose face is marred by dust and sweat and blood, who strives valiantly, who errs and comes up short again and again, because there is no effort without error or shortcoming, but who knows the great enthusiasms, the great devotions, who spends himself in a worthy cause; who, at the best, knows, in the end, the triumph of high achievement, and who, at the worst, if he fails, at least he fails while daring greatly, so that his place shall never be with those cold and timid souls who knew neither victory nor defeat.”
Theodore Roosevelt
Speech at the Sorbonne, Paris, April 23, 1910

Because at the end of the day, life doesn’t wait for you to figure it all out.
You either move... or you get moved.

Today, I want to talk to you about how you can make sure you’re the one moving forward.

Inertia Is Created Through Motion


1. The Illusion of Certainty Is a Trap

Most young men today are paralyzed not by lack of options, but by an overwhelming abundance of them.

You can scroll, swipe, dream, and theorize forever.
You can watch another YouTube tutorial.
You can ask another anonymous stranger for advice.
You can "research" yourself into oblivion.

But none of that will move you.

Certainty doesn’t come before action.
It’s earned through action.

Waiting until you're "ready" or "sure" is just another form of fear, wearing the mask of prudence.

Principle #1:

"Clarity and courage are twins — both are born through movement, not meditation alone."

You will never feel 100% ready.
You will always feel a little stupid when you start.
Start anyway.


2. Your True North Will Change — and That’s Okay

One of the biggest myths that keeps young men stuck is believing they need to have a 50-year plan.

You don’t.

You need a True North: a general direction that aligns with who you are becoming.

You need a basic answer to these three questions:

  • What do I want?
  • Why do I want it?
  • What am I willing to pay for it?

And here’s the secret: it’s okay if these answers evolve over time.

If you’re not changing, you’re not growing.

Imagine setting a course across an open ocean.
Storms will come. Currents will shift.
You’ll have to adjust your sails, your heading, and your speed.

But the goal is not perfection — it’s persistence.


3. The Price Must Be Paid

Everything worthwhile has a price.

  • Want a strong body? Pay with discipline, sweat, and discomfort.
  • Want wealth? Pay with risk, uncertainty, and hard work.
  • Want love? Pay with vulnerability, courage, and commitment.

If you don't pay your own price, you’ll end up paying someone else’s.

You’ll work for someone else’s dream.
Live by someone else’s rules.
Build someone else’s empire.

There is no avoiding the transaction.
You’re either investing in yourself or you’re being invested in.

Principle #2:

"The sooner you pay the price, the longer you enjoy the reward."

There’s a compounding effect in life — small payments made consistently buy you freedom that most people will never know.


4. Movement > Planning

I’m not saying don’t plan.
I’m saying don’t hide behind planning.

Planning is supposed to be a tool, not a prison.

Make a basic plan:

  • Where do you want to go?
  • What’s the very next step?
  • What resources do you need to take that step?

Then move.

Adjust as needed.
Pivot if necessary.
Course-correct based on reality, not fantasy.

A good plan today executed with boldness is worth infinitely more than a perfect plan tomorrow that never sees the light of day.


5. Face the Trolls, Critics, and Naysayers

Theodore Roosevelt’s Man in the Arena reminds us of something essential:

"It is not the critic who counts..."

When you move forward, when you dare to live,
You will be criticized.
You will be misunderstood.
You will be laughed at.

But understand this:

  • Critics live on the sidelines because they're too afraid to get in the game.
  • Trolls attack because they hate themselves, not you.
  • Naysayers project their failures onto you because you remind them of what they gave up on.

Every warrior has battle scars.
Wear them proudly.

Because your alternative is to become a spectator in your own life — and that’s the slowest, most miserable death of all.


6. The Simple (But Hard) Formula for Winning

If you take nothing else away from this, take this:

  1. Know what you want.
    (Knowing that it will evolve.)
  2. Understand what it will take.
    (And be brutally honest about the price.)
  3. Keep moving forward.
    (Especially when it's hard, confusing, or scary.)

That’s it.

You don’t need 50 steps.
You need these three burned into your bones.

And if you don't — if you hesitate, freeze, or give up — understand this:

You become the fodder for someone else's dreams.

Either you are moving your life forward,
Or you are being moved by someone who is.

Choose.


Putting It On the Mat

When I think back to those early days of my career, struggling as an apprentice electrician, barely making rent, unsure if I'd ever "make it," I realize now — I was forging the warrior spirit inside me without even knowing it.

I didn’t have certainty.
I didn’t have a grand master plan.
Hell, some days I didn’t even have hope.

But what I did have — and what saved me — was the refusal to stop moving.

One day, after a 12-hour shift in the rain, I remember sitting in my truck, soaked to the bone, eating a cold gas station burrito, and thinking:
"There’s gotta be more to life than this."

But even then, a small voice inside me whispered:
"Just keep going."

And so I did.

One ugly step at a time.
One bad day after another.
One small improvement after another.

Looking back, it’s crystal clear now:

  • Every shitty day was a dot.
  • Every painful setback was a dot.
  • Every small win was a dot.

And today?
Those dots have connected into a life I once could barely imagine.

The same will be true for you.

If you dare.
If you move.
If you refuse to sit on the sidelines.

Your life will not be built in grand heroic leaps.
It will be built in the thousands of small, unsexy steps you take when no one is watching.

That’s where your story is written.
That’s where your legend is forged.

Action for Today:

Pick one thing you've been overthinking.
One move you've been avoiding.
One step you've been afraid to take.

Take it.

Not tomorrow.
Not next week.

Today.

Send the text.
Apply for the job.
Enroll in the class.
Start the project.
Hit the gym.
Speak your mind.

Move.

Because the man you dream of becoming?
He’s not out there waiting for you to figure it all out.
He’s waiting for you to start.

The arena is calling.
The world is watching.

Get in the fight.

Charles Doublet

Helping young men to become warriors, leaders, and teachers. Showing them how to overcome fear, bullies, and life's challenges so they can live the life they were meant to live, for more, check out https://CharlesDoublet.com/

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