Interactive Decision Stories

What Would You Have Done?

Real crossroads from history, business, and sport — told as stories. You make the call. Then you find out what actually happened.

Play Your First Story

No signup. No download. Takes 3 minutes.

“It's 1985. You just got fired from the company you built. You have $100 million and a grudge. What do you do?”

Your First Crossroads

It's 1985. You're 30 years old, and you just got fired from Apple — the company you co-founded in your parents' garage. You built the Macintosh. You ran the Super Bowl ad that changed advertising forever. And now you're out.

The board sided with the CEO you personally recruited from Pepsi. Your own board voted against you. Silicon Valley is writing your obituary.

But here's the thing: you walked away with $100 million. You're young, you're furious, and you have something to prove.

Three Minutes. One Decision That Changed Everything.

01

The Story

You're dropped into a real moment from history. The stakes are real. The person is real. Now it's you.

02

The Crossroads

Three choices. No hints. No timer. Just you and a decision that actually happened.

03

The Reveal

Find out what they did, why it worked (or didn't), and what your choice says about how you think.

Real Decisions. Real Stakes.

Every story drops you into a pivotal moment. The deeper you go, the more you discover.

Go Deep

BusinessDeep · 30 min

The Sound of a Bet

Every engineer at Sony says this product will fail. The chairman is betting his reputation on it anyway.

Akio Morita

MilitaryDeep · 30 min

The Dunkirk Gamble

400,000 soldiers are trapped. The generals say rescue is impossible. You have 48 hours.

Winston Churchill

HistoryDeep · 30 min

The Khan's Gambit

A nomadic herder unites warring tribes and faces the choice that will determine whether he builds an empire or dies in the steppe.

Genghis Khan

SportsDeep · 30 min

Cut from Varsity

A 15-year-old gets rejected from his high school basketball team. What he does next changes sports forever.

Michael Jordan

BusinessDeep · 30 min

The $100M Exile

A visionary gets kicked out of his own company. What happens next changes everything.

Steve Jobs

MilitaryDeep · 30 min

The History Teacher's Siege

A former schoolteacher turned general faces France's strongest fortress. His decision will end European colonialism in Southeast Asia.

Vo Nguyen Giap

HistoryDeep · 30 min

Crossing the Rubicon

A general must choose between obedience and treason -- with the fate of a republic hanging on one river.

Julius Caesar

SportsDeep · 30 min

The Score That Broke the Scoreboard

A 14-year-old gymnast from communist Romania is about to do something the scoreboard literally cannot display.

Nadia Comaneci

HistoryDeep · 30 min

The 27-Year Gamble

After nearly three decades in prison, a leader chooses between revenge and reconciliation.

Nelson Mandela

SportsDeep · 30 min

The Comeback

A tennis champion falls to #139. Everyone writes her off. She has other plans.

Serena Williams

HistoryDeep · 30 min

The Queen Who Refused to Kneel

Portuguese slave traders control the coast. A queen with no army and no allies is about to build a 40-year resistance from nothing.

Queen Nzinga

HistoryDeep · 30 min

The Treasure Fleet

A formerly enslaved eunuch commands the largest fleet the world has ever seen. His next choice will reshape Indian Ocean trade for a century.

Zheng He

Featured Stories

The Pivotal Moment

One Crossroads. In Your Inbox. Every Week.

Every week, we send you one real decision from history — the stakes, the choices, the outcome, and what it reveals about how you think. Five-minute reads that make you sharper.

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50

Stories

8

Categories

20+

Countries

2,000+

Years of History

New stories added regularly.

Every Story Starts with a Choice. This One's Yours.

No signup. No download. Three minutes.