- Microsoft's Bill Gates and Apple's Steve Jobs never quite saw eye-to-eye.
- They went from cautious allies to bitter rivals to something almost approaching friends — sometimes, they were all three at the same time.
- It seems unlikely that Apple would be where it is today without Microsoft, or Microsoft without Apple.
Steve Jobs and Bill Gates were alternately allies and enemies throughout their tenures at the helm of Apple and Microsoft.
They'd gone back and forth complimenting and criticizing each other and each other's companies. Still, the successes of their companies were undeniably intertwined.
Here's a look at Jobs' and Gates' love-hate relationship over the years:
Microsoft made software early on for the mega-popular Apple II PC, and Gates would routinely fly down to Cupertino, California, to see what Apple was working on, according to Walter Isaacson's biography of Jobs.
"It was kind of a weird seduction visit where Steve was saying we don't really need you and we're doing this great thing, and it's under the cover. He's in his Steve Jobs sales mode, but kind of the sales mode that also says, 'I don't need you, but I might let you be involved,'" Gates later said.
In that video, Gates compliments the Mac, saying that it "really captures people's imagination."
At one point, Gates quipped that he had more people working on the Mac than Jobs did.
But Gates didn't care — he knew that graphical interfaces would be big, and didn't think Apple had the exclusive rights to the idea, according to the biography.
When Jobs accused Gates of stealing the idea, he famously answered: "Well, Steve, I think there's more than one way of looking at it. I think it's more like we both had this rich neighbor named Xerox and I broke into his house to steal the TV set and found out that you had already stolen it."
"They just ripped us off completely, because Gates has no shame," Jobs once said. To which Gates replied: "If he believes that, he really has entered into one of his own reality distortion fields."
Gates, meanwhile, said Jobs was "fundamentally odd" and "weirdly flawed as a human being."
"He really never knew much about technology, but he had an amazing instinct for what works," Gates said of Jobs.
Jobs told Playboy in 1985 that if NeXT lost and Microsoft Windows won, "we are going to enter a computer Dark Ages for about 20 years."
By the late '80s, it became clear that Microsoft was just about unstoppable on the PC.
Jobs went on in that same documentary: "The only problem with Microsoft is they just have no taste. They have absolutely no taste. And I don't mean that in a small way, I mean that in a big way, in the sense that they don't think of original ideas, and they don't bring much culture into their products."
Gates reportedly said this to Amelio: "I know his technology, it's nothing but a warmed-over UNIX, and you'll never be able to make it work on your machines. Don't you understand that Steve doesn't know anything about technology? He's just a super salesman. I can't believe you're making such a stupid decision."
Gates was envious of Jobs' ability to captivate the audience, according to a new book, "Billionaire, Nerd, Savior, King: Bill Gates and His Quest to Shape Our World."
"In August 1997, as Steve Jobs strode around the stage at Apple's Macworld event in Boston, electrifying the audience with his forceful, clear, and magnetic delivery, Gates sat in one of Microsoft's television studios thousands of miles away in Seattle, watching his nemesis," the book reads.
"As he observed the loose-limbed ease with which Jobs spoke to the audience—the pauses at just the right moments, the speech dappled with humor, the sheer performative theater of it—Gates was filled with admiration and envy," the book continues. "He turned to a colleague and asked: 'How does he do that?' recalled a person who heard the exchange."
When Apple introduced iTunes, Gates sent an internal email to Microsoft that said, "Steve Jobs' ability to focus in on a few things that count, get people who get user interface right, and market things as revolutionary are amazing things."
When Apple introduced the iPod in 2001, Gates sent another email: "I think we need some plan to prove that, even though Jobs has us a bit flat footed again, we can move quick and both match and do stuff better."
Gates has also said before that he envied that Jobs was a "natural" when it came to commanding an audience.
"It was always fun to watch him rehearse because part of his genius was, when he would finally do it, he would make it look like he's just thinking it up right there," he told Dax Shepard on the Armchair Expert podcast. "I'll never achieve that level."
"He was such a wizard at over-motivating people — I was a minor wizard so I couldn't fall under his spells — but I could see him casting the spells, and then I would look at people and see them mesmerized," Gates continued in the podcast. "I was so jealous."
"They've clearly fallen from their dominance. They've become mostly irrelevant," Jobs once said. "I don't think anything will change at Microsoft as long as Ballmer is running it."
"The integrated approach works well when Steve is at the helm. But it doesn't mean it will win many rounds in the future," Gates said.
Gates didn't think much of the iPad.
"[I]t's not like I sit there and feel the same way I did with iPhone where I say, 'Oh my God, Microsoft didn't aim high enough,'" he said.
But Jobs didn't think much of the Windows ecosystem, either: "Of course, his fragmented model worked, but it didn't make really great products. It produced crappy products."
"Bill is basically unimaginative and has never invented anything, which is why I think he's more comfortable now in philanthropy than technology," Jobs said, according to the Isaacson biography.
Appearing on stage together at the 2007 AllThingsD conference, Gates said, "I'd give a lot to have Steve's taste."
And Jobs once said, "I admire him for the company he built — it's impressive — and I enjoyed working with him. He's bright and actually has a good sense of humor."
After Jobs died, Gates said, "I respect Steve, we got to work together. We spurred each other on, even as competitors. None of [what he said] bothers me at all."
Their competition continues: In recent months, Microsoft and Apple have taken turns leapfrogging each other for the title of the world's most valuable publicly traded company.
Matt Weinberger contributed to an earlier version of this story.