August 26, 1991: In their first joint interview, Steve Jobs and Bill Gates trade barbs and debate “the future of the PC” in Fortune magazine.
The spirited discussion marks 10 years since the first IBM PC shipped. The piece also looks at what the future holds for both men — described as the former “boy wonders of computing, now thirtysomething.”
August 21, 2008: Microsoft recruits comedian Jerry Seinfeld for a series of ads. It’s a naked attempt to shake the company’s reputation as a stodgy oldster (as opposed to Apple’s trendsetting hipster image).
Microsoft pays Seinfeld a reported $10 million for the ads. However, thanks to the Mac’s appearance in virtually every episode of Seinfeld over the years, the comedian remains the world’s most famous Apple fanboy.
August 14, 1991: As Apple and Microsoft head to court to battle each other, the tide begins to turn against Apple and its claims that Windows unlawfully copies the look and feel of Mac OS.
The case concerns whether key elements of Apple’s operating system are original enough for copyright protection. The decision turns out to be a major blow against Apple — and the start of Cupertino’s 1990s decline.
August 6, 1997: In one of the most famous moments in Apple history, Steve Jobs reveals that Microsoft has invested $150 million.
Although often presented as an inexplicable gesture of good faith on the part of Microsoft boss Bill Gates, the cash infusion actually benefits both companies.
July 25, 1989: Apple suffers a major setback in its copyright-infringement lawsuit against Microsoft for allegedly stealing the Mac’s “look and feel” to create Windows.
Apple sued Microsoft on 189 counts of copyright infringement relating to Windows 2.0.3. The judge overseeing the case throws out 179 of them. This paves the way for Microsoft’s dominance over Apple in the coming decade.
June 25, 1985: 30-year-old Bill Gates, at the time best known as a Mac developer, sends a memo to Apple CEO John Sculley and Macintosh boss Jean Louis Gassée.
His suggestion? That Apple licenses its Mac operating system and additional technology to other companies. Apple’s management ignores his advice. Five months later, Windows 1.0 is released.
May 26, 2010: In a massive milestone, Apple passes Microsoft to become the world’s most valuable technology company.
The changing of the guard proves particularly amazing given that, just 15 years earlier, Apple looked close to dead, while Microsoft dominated the tech world thanks to Windows.
The co-founder of Microsoft joined the chorus of voices speaking positively about Apple today. Bill Gates’ relationship with Apple goes back to the very dawn of the company, and he and Steve Jobs were the best of frenemies.
Now that he’s a philanthropist rather the CEO of Microsoft he can speak openly about a former rival.
Bill Gates just got himself a brand new smartphone, and it isn’t an iPhone 8.
The Microsoft co-founder has ditched Windows Mobile for Android. Despite getting closer to Steve Jobs before he died in 2011, Gates still has no interest in using iOS.
Steve Jobs and Bill Gates didn’t always see eye to eye. When it came to their kids’ relationships to technology, however, it seems they agreed on more than they disagreed on.
That’s based on a new interview with Microsoft co-founder Gates, in which he says he and his wife didn’t allow their children to have cellphones until they were 14 — and limited other screen time as well. Jobs did much the same.
