VOL. I · THE HINDSIGHT EDITIONHISTORY LOOKS OBVIOUS AFTER IT HAPPENS. LIFE DOESN’T.SEPTEMBER 2026
Visitors walking the planted deck of the High Line on its elevated steel viaduct above a Manhattan street

The first section of the High Line in 2012, open as a public park on the viaduct that was once slated for demolition. Photograph: Dansnguyen · CC0 · Wikimedia Commons

The hindsight game

Would you have seen it?

We take you back to the decision and hide the ending. Choose with the uncertainty people actually had.

001Column chart of Amazon.com’s reported quarterly high and low share price from the first quarter of 2000 to the fourth quarter of 2001

Investing · Public markets

Amazon, 2001

The dot-com bubble has burst. Amazon is losing money, carrying substantial obligations, and trading near a quarterly low. You have only the company’s latest public filing and the market in front of you.

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002A Blockbuster Video store seen from its car park, blue and yellow signage above the windows

Business · Acquisitions

The Blockbuster meeting

Netflix is a young DVD-by-mail service seeking a larger partner. Its founders later say they floated a $50 million sale while proposing that Netflix run Blockbuster’s online business.

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003The Yahoo! headquarters building in Sunnyvale, California, with the company name on the facade

Business · Strategy

Yahoo’s Microsoft decision

Microsoft has proposed buying Yahoo for cash and stock. Yahoo’s board must decide whether the premium fairly captures the company’s prospects or undervalues its future.

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004A Xerox Alto computer with its tall portrait screen, keyboard, mouse and five-key chorded keyset

Technology · Research systems

The Xerox Alto

Your research lab has combined a bitmap screen, mouse, graphical interface, networking, email, and what-you-see-is-what-you-get editing. The machine is extraordinary—and extraordinarily expensive.

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005An Apple Newton MessagePad resting in its folding case

Technology · Product design

Ship the Newton?

Apple has announced a new kind of pocket computer. The vision is compelling, but the schedule has slipped and the handwriting system—the feature people will judge first—is not yet dependable.

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006The Brickell district of Miami seen from above, condominium towers running down to the bay

Real Estate · Metro housing

Miami, 2010

Miami housing has already fallen sharply after the financial crisis. You can buy, keep renting, or wait for clearer evidence that the market has stopped falling.

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007

Real Estate · Adaptive reuse

Save the High Line?

An elevated freight railway has sat unused for two decades. A demolition order promises a clean slate; neighborhood advocates argue that the structure itself could become public space.

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008A black NeXT cube workstation with its monitor and keyboard in a museum display

Careers · Founder path

After Apple

You have been pushed out of the company you helped start. Your reputation has taken a public hit, but you still have experience, relationships, and a strong view of what computers should become.

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009The low white WJZ-TV studio and office building on Television Hill in Baltimore

Careers · Broadcasting

A demotion in Baltimore

A young television journalist has been taken off the main anchor desk. The station can place her in lower-profile news cut-ins or try her in a daytime conversation format.

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010The Beatles waving to a crowd in a black-and-white press photograph from 1964

Entertainment · Music

The Decca audition

A Liverpool group arrives for a label audition after building a live following. The tape is imperfect, the market is crowded, and signing an unfamiliar regional act means choosing what not to fund.

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011Portrait photograph of J. K. Rowling

Entertainment · Publishing

The manuscript in the pile

An agent is circulating a long children’s fantasy by an unknown author. Publishing space is finite, the sales case is uncertain, and several houses have already declined.

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012Michael Jordan in a Chicago Bulls jersey holding a basketball

Sports · Basketball

Portland’s No. 2 pick

You run Portland’s draft room. Houston has taken Hakeem Olajuwon. Your roster already includes young guard Clyde Drexler, while conventional wisdom prizes elite centers.

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013Tom Brady in a New England Patriots uniform, helmet on, before a game

Sports · Football

Pick 199

Six quarterbacks have already been selected. Michigan’s Tom Brady remains available, and your roster has more immediate needs than another developmental passer.

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014The face of a brass Casascius physical bitcoin token dated 2011

Investing · Digital currency

Two pizzas for 10,000 bitcoin

A forum user offers 10,000 bitcoin to anyone who will arrange delivery of two pizzas. The network is experimental, liquidity is thin, and proving that the tokens can buy something is part of the point.

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015A dealer holding a graded copy of Action Comics No. 1 in front of a wall of comic books

Everyday Life · Collecting

The recovered Superman comic

A rare copy of Action Comics No. 1, stolen from actor Nicolas Cage in 2000, has been recovered. After fifteen years of ownership and an extraordinary provenance story, the choice is sell, hold, or insure and lend it.

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016A 1980s Coca-Cola vending machine stocked with 250 ml cans

Everyday Life · Consumer brands

Change the Coke formula?

Coca-Cola’s flagship has been losing share in its core market. Blind taste tests favor a new formula, but the company must decide whether product preference is the same thing as permission to replace a cultural habit.

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017The Eastman Kodak factory and main office buildings in Rochester, New York, in an early twentieth-century photograph

Ideas & Inventions · Imaging

A camera without film

A Kodak engineer has assembled a toaster-sized device that captures a black-and-white image electronically. It is slow and crude, and the company’s profitable ecosystem is built around film and processing.

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018Black-and-white studio portrait of Hedy Lamarr

Ideas & Inventions · Communications

The frequency-hopping patent

Hedy Lamarr and George Antheil have patented a system that switches radio frequencies in coordination, intended to make guidance signals harder to detect or jam during wartime.

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019Passengers crossing the vast skylit waiting room of the original Pennsylvania Station in New York

Travel · Rail architecture

Old Penn Station

A monumental rail terminal is expensive to maintain while its owner wants to monetize the air rights above the tracks. Preservationists have begun a public fight, but New York lacks today’s landmark protections.

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020A British Airways Concorde low over the airfield with its landing gear down and nose drooped

Travel · Aviation

Put Concorde into service?

Supersonic passenger flight is ready to leave the demonstration era. The aircraft promises an Atlantic crossing in under four hours, but capacity is small and the economics depend on expensive tickets.

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