How Shark Tank’s Kevin O’Leary became rich

How Shark Tank’s Kevin O’Leary became rich

Kevin O’Leary, who calls himself Mr. Wonderful, is one of the most divisive stars of the reality TV series Shark Tank. Like Mark Cuban, O’Leary made much of his fortune in technology. But while Cuban is a dotcom billionaire, O’Leary made his money through a different model, selling software at retail. In this blog post, we will map out how Mr. Wonderful became rich. May 13 is a happy anniversary for him, but I can think of a major toymaker who doesn’t call him Mr. Wonderful, and doesn’t think there’s much of anything wonderful about him at all.
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Why the Wannacry outbreak was so bad

Why the Wannacry outbreak was so bad

On May 12, 2017, ransomware named Wannacry started spreading across the globe, infecting and encrypting Windows systems by exploiting CVE-2017-0144, a flaw that a two-month-old Microsoft patch, MS17-010, had fixed.

It quickly became one of the biggest Windows outbreaks ever. Why was it so bad, and what could have made it go better?

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Sony Betamax VCR: Born May 10, 1975

Sony Betamax VCR: Born May 10, 1975

The consumer VCR turns 51 this week. On May 10, 1975, Sony introduced the Betamax. Although Betamax lost the famous format war, it kicked the door open, being the first VCR format that mere mortals could aspire to own and use.

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Dell buys Alienware, May 8, 2006

Dell buys Alienware, May 8, 2006

On May 8, 2006, corporate and straitlaced Dell completed its purchase of Alienware, a maker of edgy gaming computers. It was a long courtship. Dell considered buying Alienware for four years before making the deal. And the tie-up of this odd couple has worked. At the time of this writing, Dell has owned Alienware for 20 years, twice as long as it didn’t own it.

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Intel Pentium II introduced May 7, 1997

Intel Pentium II introduced May 7, 1997

29 years ago, on May 7, 1997, Intel introduced its Pentium II processor. It wasn’t the first followup to the very successful Pentium. But the Pentium II overcame problems with the Pentium Pro that kept it from gaining more widespread mainstream acceptance.

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Adobe’s subscription model

Adobe’s subscription model

Before May 2013 there was always question about whether you actually owned software after you paid for it. But before May 6, 2013, you certainly had more control. That was the day Adobe switched to a subscription-only model for its creative software. Other companies followed suit, notably Microsoft with its office suite.

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First desktop computer: Datapoint 2200

First desktop computer: Datapoint 2200

The first desktop computer dates to earlier than you probably think. And officially at least, it was an accident. Great inventions often are. But it was surprisingly similar to desktop computers that followed it.

Design work on the first desktop computer commenced in 1969, and it hit the market in May 1970. Yes, you read that right. It predated the Apple II  and even the Altair 8800 by several years, and the IBM Personal Computer and IBM compatibles by more than a decade. And it wasn’t built in Silicon Valley either. But this ahead-of-its-time oddball is the direct ancestor of your modern desktop or laptop computer, right down to the Intel processor design.

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How the Vectrex game console sunk a 124-year-old company

How the Vectrex game console sunk a 124-year-old company

On May 4, 1984, Milton Bradley, a leading producer of board games for 124 years, agreed to sell itself to Hasbro. Changes in the way people played games in the 80s, especially kids, put pressure on the company. In this blog post, I’ll explain how changing times led Milton Bradley to make a transformational bet at the worst possible time that ultimately sunk the maker of the game Battleship, and what happened to what was left of Milton Bradley.

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Microsoft’s open sourcing of 86-DOS and what it means

Microsoft’s open sourcing of 86-DOS and what it means

On April 28, 2026, Microsoft unexpectedly open sourced 86-DOS. This is the direct ancestor to PC DOS 1.0. I’ve written a number of things about the controversies around PC DOS 1.0 and early versions of MS-DOS, so of course I need to say something about this, even if I’m a few days late.

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Ad Lib bankruptcy: May 1, 1992

Ad Lib bankruptcy: May 1, 1992

Ad Lib, Inc. was a Canadian manufacturer of sound cards founded by Martin Prevel, a former professor of music and vice-dean of the music department at the Université Laval in Quebec City. Ad Lib’s best known product was an eponymously named sound card, the first add-on sound card for the IBM PC and compatibles to achieve widespread acceptance. It became a de facto standard.

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