Jesse Livermore

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He made $100 million shorting the 1929 crash, then lost it all twice more. Jesse Livermore walked into a New York coat-check room with a pistol in 1940. The note said he was a failure.

Microsoft's rated-E garden game lets piñatas reproduce, eat each other's eggs, and drive rival species to permanent in-game extinction — all with candy gore. It was marketed exclusively at children.

Sadao Munemori dove onto a live grenade in Italy, April 1945, absorbing the blast and saving two soldiers. He was the only Japanese American to receive the Medal of Honor during the war — but his family was in an internment camp.

Jean Van de Velde stood on the 18th hole of the 1999 Open Championship needing only a double bogey to win, then waded barefoot into the Barry Burn, made a seven, and lost in a playoff.

Laika was sold to Soviet schoolchildren as a hero who lived days in orbit; in 2002, her handlers admitted she died of overheating within five to seven hours of launch, on November 3, 1957.

In December 1993, Night Trap was held up in a US Senate hearing alongside Mortal Kombat; Senator Joe Lieberman called it filth, and within a year the ESRB existed, rating every game sold in America.

Sixteen-year-old Abdulrahman al-Awlaki, a U.S. citizen eating dinner in Yemen, was killed by a drone two weeks after his father. The Obama administration later said it was a mistake. His grandfather asked why.

Malaysia's 1MDB sovereign wealth fund — created to build schools and hospitals — bought a $250 million superyacht, a Picasso, and financed The Wolf of Wall Street. The fund lost $4.5 billion. The prime minister who authorized it won an election first.

At a 2006 Hollywood book signing, Paris Hilton's pet kinkajou Baby Luv bit clean through her arm, sending her to Cedars-Sinai — a rainforest carnivore on a red carpet.