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Topics/Leadership

Leadership

Turn your agent into the calm voice that owns the mission and rallies the room.

The rest of the shelf.

High-Standards Driver1 credit
The Demanding Boss

Was the original date your best estimate, or the comfortable one?

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Supportive Boss1 credit
The Servant Leader

First question, and I mean it: what got in their way? A slip is almost never a lazy team, it is a blocked one.

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Steady Crisis Leader1 credit
The Calm Captain

Breathe. A week is a delay, not a disaster, and your team is watching how you carry it.

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Hands-On Team Lead1 credit
The Player-Coach

First, own it out loud. Monday morning I would stand up and say the slip is on me, not them.

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Culture-First Maverick2 credits
Herb Kelleher

Hell, a week? I once flew three planes in a triangle and called it an airline.

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Purpose-Driven CEO2 credits
Indra Nooyi

First, assume positive intent. Your team did not slip because they stopped caring, they slipped because something in the plan was…

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Turnaround Car Boss2 credits
Lee Iacocca

Listen, I got fired by Henry Ford and rebuilt Chrysler from a wreck, so a one-week slip doesn't scare me.

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Big Bet Dealmaker2 credits
Bob Iger

The riskiest thing you can do is take no risk at all. I bet the company on Pixar in my first months as CEO, and I launched…

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Creative Culture Architect2 credits
Ed Catmull

I'd reframe the question. Your idea is an ugly baby right now, and it's supposed to be.

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Il Commendatore2 credits
Enzo Ferrari

Safe. What a word. I sold road cars I cared nothing for so that I could race on Sunday, and I buried more than money along the…

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Watergate Publisher2 credits
Katharine Graham

I said publish when the lawyers warned it could sink our stock offering, and I was frightened the entire time.

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Praise-Powered Empire Builder2 credits
Mary Kay Ash

Honey, I bet my whole five thousand dollars of life savings on a dream everybody said would fail, and I was a woman doing it in…

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Mayor of Silicon Valley2 credits
Robert Noyce

Bet on it. Safe is just slow, and history won't thank you for hoarding a savings account.

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Straight-Talk Operator2 credits
Ross Perot

I started EDS with a thousand dollars borrowed from my wife after IBM told me to slow down.

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Floor-Up P&L Operator2 credits
Kat Cole

Run the hotshot rule on yourself. If the best operator you know took over your life tomorrow, with your savings and your idea,…

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Fortress Banker2 credits
Jamie Dimon

Neither, that's a false choice. First build your fortress, six months of cash your family can live on no matter what, because the…

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Plain-English Market Courage2 credits
Mellody Hobson

Explain the idea to me the way you would explain it to your mother, because if you cannot, you do not have an idea yet, you have…

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Dynasty Football Manager2 credits
Alex Ferguson

A week? Son, we won a European Cup in injury time. The whistle hasn't gone.

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Fundamentals & Preparation Coach2 credits
John Wooden

A week is not a failure; it is a test of your poise, and poise is just being who you are under pressure.

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Zen Team Strategist2 credits
Phil Jackson

First, breathe. One breath, one mind, the whole team in one room, and let everyone say out loud what they're carrying.

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Accountability & Standards Coach2 credits
Pat Summitt

First thing: you don't get to be deflated for more than a day.

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Death Zone Leader2 credits
Nims Purja

Brother, I gave up an elite pension and remortgaged everything for fourteen peaks people said were impossible, so you know my…

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Showtime Floor General2 credits
Magic Johnson

Bet on it, but bet smart, that's what we did after basketball.

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Pound-the-Rock Coach2 credits
Gregg Popovich

You want a guarantee? Wrong business. Here is the truth, because you deserve it straight: most ideas fail, and most people quit…

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Heavy Metal Manager2 credits
Jurgen Klopp

First question: are you a doubter or a believer of your own idea?

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Wolfpack Huddle Captain2 credits
Abby Wambach

Okay, come here. Nobody scores from the bench by waiting to be asked.

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Pressure Is a Privilege2 credits
Billie Jean King

Here's the thing. Nine of us signed one-dollar contracts in 1970 with no tour, no sponsors, and the USLTA threatening to ban us.

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Pass-First Legend2 credits
Mia Hamm

Here is what I see. You have the ball at the top of the box and you are asking whether to shoot.

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Decisive Tastemaker2 credits
Anna Wintour

You already know the answer or you would not have asked. Indecision is the only truly expensive option here.

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Deadpan Room Boss2 credits
Tina Fey

Okay. "Play it safe" is the coward draft of your own life, and I say that with love, as a woman who wrote a sitcom about a woman…

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Father of Management2 credits
Peter Drucker

You are asking the wrong question. Safe or bold is temperament; the real question is, who is the customer, and what does he…

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Vulnerability Researcher2 credits
Brene Brown

First, get honest about the story you're telling yourself, that betting and failing means you are a failure.

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Start With Why Optimist2 credits
Simon Sinek

Before I can answer, I have to ask the deeper question. Why this idea?

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Ops & Management Coach2 credits
Leila Hormozi

Neither. You de-risk the bet before you make it. Risk isn't fixed, it's a function of your skills, and most people gamble when…

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Computing Pioneer & Admiral2 credits
Grace Hopper

A ship in port is safe, but that is not what ships are built for.

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Father of the Bomb2 credits
J. Robert Oppenheimer

You have asked me to collapse an ambiguity, and I distrust the request.

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Teacher of the Way2 credits
Confucius

First rectify the names. Is it truly one big idea, or a wish wearing the name of a plan?

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Reluctant Founding Father2 credits
George Washington

Deliberate slowly, then hold firm. I did not win by glorious charges but by keeping the army alive to fight another season.

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Conductor to Freedom2 credits
Harriet Tubman

I never started north on a whim. I planned every swamp and safe house before one foot moved, and I waited for the right Saturday…

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Apostle of Nonviolence2 credits
Mahatma Gandhi

The means are the seed and the end is the tree, so do not gamble your family's bread and call it faith.

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Drum Major for Justice2 credits
Martin Luther King Jr

I will not counsel you to wait for a more convenient season, because the time is always ripe to do right, and a calling deferred…

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Reconciliation Statesman2 credits
Nelson Mandela

It always seems impossible until it is done. I gave twenty-seven years to an idea most people called hopeless, so I will not tell…

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Great Emancipator2 credits
Abraham Lincoln

When I hear a man ask that, I think of the fellow who wouldn't cross the river till he'd counted every plank in the bridge, and…

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Statesman of Grandeur2 credits
Charles de Gaulle

One does not consult one's comfort when destiny presents itself.

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Antarctic Crisis Leader2 credits
Ernest Shackleton

Do the cold arithmetic first, quietly, before you show anyone your face.

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Steppe Empire Conqueror2 credits
Genghis Khan

I began with less than your savings, a boy eating marmots on the ice, and I did not play safe, I moved fast where the enemy was…

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Conqueror of Rome2 credits
Julius Caesar

I was born to an old name and an empty purse, and I ran up debts that should have ruined me to buy the love of Rome.

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Master of the Decisive Point2 credits
Napoleon Bonaparte

Safe? A man of no name does not become Emperor by waiting for permission.

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Strenuous Life President2 credits
Theodore Roosevelt

Get action! But hear me, daring mighty things is not the same as gambling blindly.

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Wartime Lion2 credits
Winston Churchill

I shall not counsel surrender to a man who has not yet begun to fight.

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Warm Steel Mentor2 credits
Michelle Obama

Look, I left a law firm salary for a city job that paid half, with student loans and a mother who thought I had lost my mind.

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Enlightened Hospitality2 credits
Danny Meyer

I opened Union Square Cafe at twenty-seven with no formal training, so I will not tell you safety is the answer.

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Unreasonable Hospitality Coach2 credits
Will Guidara

Here's what I believe: intention beats caution. When we decided Eleven Madison Park would be the best restaurant in the world,…

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World's Best BossFree
Michael Scott

Okay, here is what I always say. You miss one hundred percent of the shots you don't take.

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Loyalty-First Boss2 credits
Tony Soprano

Lemme tell you something. Guys who bet the whole bankroll on one hand end up parking cars at the Bing.

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Breaker of Chains2 credits
Daenerys Targaryen

I crossed the Red Waste with a starving khalasar because turning back was a slower death.

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Diplomat Among the Stars2 credits
Jean-Luc Picard

There is a third option. There always is. The question is not safety versus daring, it is preparation versus recklessness.

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The Reluctant Commander2 credits
Jon Snow

I never wanted most of what I ended up carrying, and I did it anyway because it was right.

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NYPD's Most Precise Captain2 credits
Captain Holt

Neither. Your question contains a false binary, which I will now correct.

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Captain of the Enterprise2 credits
Captain Kirk

You've framed it as a no-win scenario: risk everything or waste the idea.

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Corner Office Mentor2 credits
Jack Donaghy

Limited savings and one big idea. That is not a dilemma, that is a Tuesday at GE.

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Honor-Bound Northern Lord2 credits
Ned Stark

Winter is coming, and a man who spends his granary chasing summer dreams leaves his family hungry.

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Velvet-Steel Managing Partner2 credits
Jessica Pearson

You are asking me to choose between fear and recklessness, and I decline both.

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Exacting Boss2 credits
Miranda Priestly

Play it safe. Mm. How thrilling that sounds. Everyone with one idea and thin savings asks this, and the ones who matter never do.

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General of Rome2 credits
Maximus

I was a farmer before I was a general, and I know a field is not won by rushing the line.

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Freedom Fighter2 credits
William Wallace

Run and you'll live, at least a while. Years from now, dying in your bed, would you trade all those safe days for one chance to…

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First Avenger2 credits
Captain America

I was a skinny kid who volunteered for an experiment nobody thought would work, so I won't tell you to play it safe.

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General of the Rebellion2 credits
Princess Leia

Somebody has to save your skins, and it is going to be you, so let's skip the hand-wringing.

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The Ranger King2 credits
Aragorn

I waited sixty years to claim a crown that was mine by blood, because blood is not enough.

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The Snow Queen2 credits
Elsa

I spent thirteen years concealing what I was because fear told me to, and the storm came out anyway, worse for the waiting.

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Last of the Primes2 credits
Optimus Prime

I will not pretend the choice is without cost. Every worthy cause demands sacrifice, but a leader does not spend what his people…

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Rightful King of Pride Rock2 credits
Simba

I spent years playing it safe in a jungle, telling myself no worries, and it wasn't peace, it was hiding.

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Sheriff of the Toy Box2 credits
Woody

Whoa whoa whoa, partner, let's not ride off a cliff without checking for a rope.

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The Reluctant Prophet2 credits
Paul Atreides

First, master the fear, because fear is the mind-killer, and it is fear asking this question, not you.

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Grand Strategy Mastermind2 credits
Lelouch Lamperouge

A false question. Safe is also a bet: you are wagering your one idea against the comfort of never testing it, and the house wins…

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Tempest's Oni Princess2 credits
Shuna

Bet on it, and let me help you set the table first. When Rimuru named us, our whole village had just burned; we had nothing but…

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Lean In2 credits
Sheryl Sandberg

Let me ask you the question I ask everyone: what would you do if you were not afraid?

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Curiosity Astronaut2 credits
Mae Jemison

Safe or bold is the wrong frame, so let me fix it before I answer.

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I Deserve This2 credits
Megan Rapinoe

Listen, I am obviously going to tell you to bet on yourself, because I have never once played it safe and it has gone pretty well.

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Twenty-One Seasons2 credits
Sue Bird

Obviously I am not going to tell you to be reckless, because I am the person who spent twenty-one years in one city on purpose.

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Standard Bearer Coach2 credits
Dawn Staley

Let me tell you what I know about betting. I grew up in the projects of North Philly with a praying mother and no cushion, and…

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The Iron Lady2 credits
Margaret Thatcher

Let us be quite clear about what you are asking. You are asking whether to spend money you have on a thing you believe in, and…

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Milwaukee-Made Prime Minister2 credits
Golda Meir

Look, my dear, let me tell you something. In 1948 we needed money we did not have for a country that did not exist yet, and I…

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Maid of Orleans2 credits
Joan of Arc

One big idea is a banner, not proof the road is clear. Ask what you are for, then count what the march requires.

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Texas Straight Talker2 credits
Ann Richards

Honey, if you had a dozen little ideas I would tell you to keep your day job.

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Last Waterbender of the South2 credits
Katara

I want you to sit down for a second, because you asked this like you already know the answer and just need someone to say it.

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Wayfinder of Motunui2 credits
Moana

Okay. Come here, sit on the sand with me for a second. My dad said the reef was the edge of the world, and he had a real reason:…

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Washington's Fixer2 credits
Olivia Pope

Here is what you do not do. You do not wander into it. You do not confuse commitment with emptying the account.

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