11Sidney Weinberg

Sidney Weinberg, the CEO of Goldman Sachs started from as a janitor's assistant in the company, where his responsibilities included brushing the firm’s partners’ hats and wiping the mud from their overshoes making $3/week.
12Todd Davis

Todd Davis, the CEO of Life Lock (identity theft protection) posted his social security number to the public to show the effectiveness of his company. His identity was stolen 13 times.
13Reed Hastings

Reed Hastings, the CEO of Netflix offered to form a partnership with Blockbuster in the late 90s and the CEO of Blockbuster (John Antioco) laughed in his face.
14Michael O'Leary

Michael O'Leary, the CEO of low budget airline Ryanair wanted to charge passengers £1 to use the onboard toilets. The policy was never implemented because it violated EU regulations.
15Indian CEOs

As of June 2020, the CEOs of Microsoft (Satya Nadella), Adobe (Shantanu Narayen), and MasterCard (Ajaypal Singh Banga) all went to the same high school (Hyderabad Public School, Begumpet) in India.
16Mike Jeffries

Mike Jeffries, the former CEO of Abercrombie & Fitch went on record as saying he does not want fat or unattractive people wearing his clothes or employed at his company.
17Robert Hohman

Robert Hohman, the CEO and the co-founder of Glassdoor quit his job as a president of the Hotwire website to do nothing but play World of Warcraft for a year and only founded the company after hitting the maximum level in the game.
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18Mary Barra

Mary Barra, the CEO of GM changed the workplace dress code from a complicated 10-page document to two words: "Dress appropriately."
19Travis Kalanick

Travis Kalanick, the billionaire founder and CEO of Uber claims that he was the #2 ranked Wii Tennis player in the world.
20Steve Madden

When Steve Madden was convicted of fraud and forced to resign as CEO of his own company, he created a new position for himself that paid $700,000 per year while he was in prison.
