“It reflects his personality, which is to want control,” said Berry Cash,

The candidate looked baffled. “What did you say?”

“Are you a virgin?” Jobs asked. The candidate sat there flustered, so Jobs changed the subject.

“How many times have you taken LSD?” Hertzfeld recalled, “The poor guy was turning

varying shades of red, so I tried to change the subject and asked a straightforward technical

 

question.” But when the candidate droned on in his response, Jobs broke in.

“Gobble, gobble, gobble, gobble,” he said, cracking up Smith and Hertzfeld.

“It reflects his personality, which is to want control,” said Berry Cash, who was hired by

Jobs in 1982 to be a market strategist at Texaco Towers. “Steve would talk about the Apple

 

II and complain, ‘We don’t have control, and look at all these crazy things people are trying

to do to it. That’s a mistake I’ll never make again.’” He went so far as to design special tools

 

so that the Macintosh case could not be opened with a regular screwdriver. “We’re going

to design this thing so nobody but Apple employees can get inside this box,” he told Cash.

Jobs also decided to eliminate the cursor arrow keys on the Macintosh keyboard. The only

way to move the cursor was to use the mouse. It was a way of forcing old-fashioned users

to adapt to point-and-click navigation, even if they didn’t want to. Unlike other product

developers, Jobs did not believe the customer was always right; if they wanted to resist

using a mouse, they were wrong.

There was one other advantage, he believed, to eliminating the cursor keys: It forced

outside software developers to write programs specially for the Mac operating system,

rather than merely writing generic software that could be ported to a variety of computers.

That made for the type of tight vertical integration

between application

software,operating

systems, and hardware

devices that Jobs liked.

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Jobs’s desire to control the user experience had been at the heart

Jobs’s desire to control the user experience had been at the heart of his debate with

Wozniak over whether the Apple II would have slots that allow a user to plug expansion

cards into a computer’s motherboard and thus add some new functionality. Wozniak won

 

 

that argument: The Apple II had eight slots. But this time around it would be Jobs’s machine, not

Wozniak’s, and the Macintosh would have limited slots. You wouldn’t even be able to open

the case and get to the motherboard. For a hobbyist or hacker, that was uncool. But for Jobs, the

Macintosh was for the masses. He wanted to give them a controlled experience.

 

a philosophical component, one that was related to his penchant for

control. He believed that for a computer to be truly great, its hardware

and its software had to be tightly linked. When a computer was open

to running software that also worked on other computers, it would end

up sacrificing some functionality. The best products, he believed, were

“whole widgets” that were designed end-to-end, with the software closely

tailored to the hardware and vice versa. This is what would distinguish the

Macintosh, which had an operating system that worked only on its own

hardware, from the environment that Microsoft was creating, in which its

operating system could be used on hardware made by many different companies.

“Jobs is a strong-willed, elitist artist who doesn’t want his creations mutated

inauspiciously by unworthy programmers,” explained ZDNet’s editor

Dan Farber. “It would be as if someone off the street added some

brush strokes to a Picasso painting or changed the lyrics to a Dylan song.”

In later years Jobs’s whole-widget approach would distinguish the iPhone,

iPod, and iPad from their competitors. It resulted in awesome products.

But it was not always the best strategy for dominating a market. “

From the first Mac to the latest iPhone, Jobs’s systems have always

been sealed shut to prevent consumers

 

from meddling and

modifyingthem,”

noted Leander Kahney,

author of Cult of the Mac.

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Instead he insisted on applying only to Reed College

Instead he insisted on applying only to Reed College, a private liberal arts school in Portland, Oregon, that was one of the most expensive in the nation. He was visiting Woz at Berkeley when his father called to say an acceptance letter had arrived from

Reed, and he tried to talk Steve out of going there. So did his mother. It was far more than they could afford, they said. But their son responded with an ultimatum: If he couldn’t go to Reed, he wouldn’t go anywhere. They relented, as usual.

Reed had only one thousand students, half the number at Homestead High. It was known for its free-spirited hippie lifestyle, which combined somewhat uneasily with its rigorous academic standards and core curriculum. Five years earlier Timothy

Leary, the guru of psychedelic enlightenment, had sat cross-legged at the Reed College commons while on his League for Spiritual Discovery (LSD) college tour, during which he exhorted his listeners, “Like every great religion of the past we seek

to find the divinity within. . . . These ancient goals we define in the metaphor of the present—turn on, tune in, drop out.” Many of Reed’s students took all three of those injunctions seriously; the dropout rate during the 1970s was more than one-third.

When it came time for Jobs to matriculate in the fall of 1972, his parents drove him up to Portland, but in another small act of rebellion he refused to let them come on

campus. In fact he refrained from even saying good-bye or thanks. He recounted the moment later with uncharacteristic regret:

It’s one of the things in life I really feel ashamed about. I was not very sensitive, and I hurt their feelings. I shouldn’t have. They had done so much to make sure I could go there, but I just didn’t want them around. I didn’t want anyone to know I had parents. I wanted to be like an orphan who

had bummed around the country

on trains and just arrived

out of nowhere, with no roots,

no connections, no background.

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Toward the end of his senior year at Homestead

Toward the end of his senior year at Homestead, in the spring of 1972, Jobs started going out with a girl named Chrisann Brennan, who was about his age but still a junior. With her light brown hair, green eyes, high cheekbones, and fragile aura, she was very attractive. She was also enduring the breakup of her parents’ marriage,

 

which made her vulnerable. “We worked together on an animated movie, then started going out, and she became my first real girlfriend,” Jobs recalled. As Brennan later said, “Steve was kind of crazy. That’s why I was attracted to him.”

Jobs’s craziness was of the cultivated sort. He had begun his lifelong experiments with compulsive diets, eating only fruits and vegetables, so he was as lean and tight as a whippet. He learned to stare at people without blinking, and he perfected long

silences punctuated by staccato bursts of fast talking. This odd mix of intensity and aloofness, combined with his shoulder-length hair and scraggly beard, gave him the aura of a crazed shaman. He oscillated between charismatic and creepy. “He

shuffled around and looked half-mad,” recalled Brennan. “He had a lot of angst. It was like a big darkness around him.”

Jobs had begun to drop acid by then, and he turned Brennan on to it as well, in a wheat field just outside Sunnyvale. “It was great,” he recalled. “I had been listening to a lot of Bach. All of a sudden the wheat field was playing Bach. It was the most

wonderful feeling of my life up to that point. I felt like the conductor of this symphony with Bach coming through the wheat.”

That summer of 1972, after his graduation, he and Brennan moved to a cabin in the hills above Los Altos. “I’m going to go live in a cabin with Chrisann,” he announced to his parents one day. His father was furious. “No you’re not,” he said. “Over my dead body.” They had recently

fought about marijuana, and

once again the younger

Jobs was willful. He just said

good-bye and walked out.

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Brennan spent a lot of her time that summer painting

Brennan spent a lot of her time that summer painting; she was talented, and she did a picture of a clown for Jobs that he kept on the wall. Jobs wrote poetry and played guitar. He could be brutally cold and rude to her at times, but he was also entrancing

 

and able to impose his will. “He was an enlightened being who was cruel,” she recalled. “That’s a strange combination.”

Midway through the summer, Jobs was almost killed when his red Fiat caught fire. He was driving on Skyline Boulevard in the Santa Cruz Mountains with a high school friend, Tim Brown, who looked back, saw flames coming from the engine, and

casually said to Jobs, “Pull over, your car is on fire.” Jobs did. His father, despite their arguments, drove out to the hills to tow the Fiat home.

In order to find a way to make money for a new car, Jobs got Wozniak to drive him to De Anza College to look on the help-wanted bulletin board. They discovered that the Westgate Shopping Center in San Jose was seeking college students who could

dress up in costumes and amuse the kids. So for $3 an hour, Jobs, Wozniak, and Brennan donned heavy full-body costumes and headgear to play Alice in Wonderland, the Mad Hatter, and the White Rabbit. Wozniak, in his earnest and

sweet way, found it fun. “I said, ‘I want to do it, it’s my chance, because I love children.’ I think Steve looked at it as a lousy job, but I looked at it as a fun

adventure.” Jobs did indeed find it a pain. “It was hot, the costumes were heavy, and after a while I felt like I wanted to smack some of the kids.” Patience was never one of his virtues.

Reed College

Seventeen years earlier, Jobs’s parents had made a pledge when they adopted him: He would go to college. So they had worked hard and saved dutifully for his college fund, which was modest but adequate by the time he graduated. But Jobs, becoming

ever more willful, did not make it easy. At first he toyed with not going to college at all. “I think I might have headed to New York if I didn’t go to college,” he recalled, musing on how different his world—and perhaps all of ours—might have been if he

had chosen that path. When his parents pushed him to go to college, he responded in a passive-aggressive way. He did not consider state schools, such as Berkeley,

where Woz then was, despite the fact that they were more affordable. Nor did he look at Stanford, just up the road and likely to offer a scholarship. “The kids who went to Stanford, they already knew what they wanted to do,

” he said. “They weren’

t really artistic. I wanted

something that was more

artistic and interesting.”

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The closest of those friends was another wispy

In late 1972, there was a fundamental shift happening in American campus life. The nation’s involvement in the Vietnam War, and the draft that accompanied it, was winding down. Political activism at colleges receded and in many late-night dorm

conversations was replaced by an interest in pathways to personal fulfillment. Jobs found himself deeply influenced by a variety of books on spirituality and enlightenment, most notably Be Here Now, a guide to meditation and the wonders of psychedelic drugs by Baba Ram Dass, born Richard Alpert. “It was profound,” Jobs said. “It transformed me and many of my friends.”

The closest of those friends was another wispy-bearded freshman named Daniel Kottke, who met Jobs a week after they arrived at Reed and shared his interest in Zen, Dylan, and acid. Kottke, from a wealthy New York suburb, was smart but low-

octane, with a sweet flower-child demeanor made even mellower by his interest in Buddhism. That spiritual quest had caused him to eschew material possessions, but

he was nonetheless impressed by Jobs’s tape deck. “Steve had a TEAC reel-to-reel and massive quantities of Dylan bootlegs,” Kottke recalled. “He was both really cool and high-tech.”

Jobs started spending much of his time with Kottke and his girlfriend, Elizabeth Holmes, even after he insulted her at their first meeting by grilling her about how much money it would take to get her to have sex with another man. They hitchhiked to the coast together, engaged in the typical dorm raps about the meaning of life,

attended the love festivals at the local Hare Krishna temple, and went to the Zen center for free vegetarian meals. “It was a lot of fun,” said Kottke, “but also philosophical, and we took Zen very seriously.”

Jobs began sharing with Kottke other books, including Zen Mind, Beginner’s Mind by Shunryu Suzuki, Autobiography of a Yogi by Paramahansa Yogananda, and Cutting Through Spiritual Materialism by Ch?gyam Trungpa. They created a

meditation room in the attic crawl space above Elizabeth Holmes’s room and fixed it up with Indian prints, a dhurrie rug, candles, incense, and meditation cushions. “There was a hatch in the ceiling leading to an attic which had a huge amount

of space,” Jobs said.

“We took psychedelic drugs

there sometimes, but mainly

we just meditated.”

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Jobs’s engagement with Eastern spirituality

Jobs’s engagement with Eastern spirituality, and especially Zen Buddhism, was not just some passing fancy or youthful dabbling. He embraced it with his typical intensity, and it became deeply ingrained in his personality. “Steve is very much Zen,” said Kottke. “It was a deep influence. You see it in his whole approach of stark,

minimalist aesthetics, intense focus.” Jobs also became deeply influenced by the emphasis that Buddhism places on intuition. “I began to realize that an intuitive understanding and consciousness was more significant than abstract thinking and

intellectual logical analysis,” he later said. His intensity, however, made it difficult for him to achieve inner peace; his Zen awareness was not accompanied by an excess of calm, peace of mind, or interpersonal mellowness.

He and Kottke enjoyed playing a nineteenth-century German variant of chess called Kriegspiel, in which the players sit back-to-back; each has his own board and pieces and cannot see those of his opponent. A moderator informs them if a move they want to make is legal or illegal, and they have to try to figure out where their

opponent’s pieces are. “The wildest game I played with them was during a lashing rainstorm sitting by the fireside,” recalled Holmes, who served as moderator. “They were tripping on acid. They were moving so fast I could barely keep up with them.”

Another book that deeply influenced Jobs during his freshman year was Diet for a Small Planet by Frances Moore Lappé, which extolled the personal and planetary benefits of vegetarianism. “That’s when I swore off meat pretty much for good,” he

recalled. But the book also reinforced his tendency to embrace extreme diets, which included purges, fasts, or eating only one or two foods, such as carrots or apples, for weeks on end.

Jobs and Kottke became serious vegetarians during their freshman year. “Steve got into it even more than I did,” said Kottke. “He was living off Roman Meal cereal.”

They would go shopping at a farmers’ co-op, where Jobs would buy a box of cereal, which would last a week, and other bulk health food. “He would buy flats of dates and

almonds and lots of carrots, and he got a Champion juicer and we’d make carrot juice and carrot salads. There is a story about Steve turning orange from eating so many carrots,

and there is some truth to that.”

Friends remember

him having, at times,

a sunset-like orange hue.

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On Sunday evenings Jobs and Friedland would

On Sunday evenings Jobs and Friedland would go to the Hare Krishna temple on the western edge of Portland, often with Kottke and Holmes in tow. They would dance and sing songs at the top of their lungs. “We would work ourselves into an ecstatic

frenzy,” Holmes recalled. “Robert would go insane and dance like crazy. Steve was more subdued, as if he was embarrassed to let loose.” Then they would be treated to paper plates piled high with vegetarian food.

Friedland had stewardship of a 220-acre apple farm, about forty miles southwest of Portland, that was owned by an eccentric millionaire uncle from Switzerland named Marcel Müller. After Friedland became involved with Eastern spirituality, he turned it

into a commune called the All One Farm, and Jobs would spend weekends there with Kottke, Holmes, and like-minded seekers of enlightenment. The farm had a main house, a large barn, and a garden shed, where Kottke and Holmes slept. Jobs took on the task of pruning the Gravenstein apple trees. “Steve ran the apple

orchard,” said Friedland. “We were in the organic cider business. Steve’s job was to lead a crew of freaks to prune the orchard and whip it back into shape.”

Monks and disciples from the Hare Krishna temple would come and prepare vegetarian feasts redolent of cumin, coriander, and turmeric. “Steve would be starving when he arrived, and he would stuff himself,” Holmes recalled. “Then he

would go and purge. For years I thought he was bulimic. It was very upsetting, because we had gone to all that trouble of creating these feasts, and he couldn’t hold it down.”

Jobs was also beginning to have a little trouble stomaching Friedland’s cult leader style. “Perhaps he saw a little bit too much of Robert in himself,” said Kottke.

Although the commune was supposed to be a refuge from materialism, Friedland began operating it more as a business; his followers were told to chop and sell firewood, make apple presses and wood stoves, and engage in other commercial

endeavors for which they were not paid. One night Jobs slept under the table in the kitchen and was amused to notice that people kept coming in and stealing each other’s food from the refrigerator. Communal economics were not for him. “It started to get very materialistic,” Jobs recalled. “Everybody got the idea they were

working very hard for

Robert’s farm, and one

by one they started to leave.

I got pretty sick of it.”

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Many years later, after Friedland had become

Many years later, after Friedland had become a billionaire copper and gold mining executive—working out of Vancouver, Singapore, and Mongolia—I met him for drinks in New York. That evening I emailed Jobs and mentioned my encounter. He telephoned me from California within an hour and warned me against listening to

Friedland. He said that when Friedland was in trouble because of environmental abuses committed by some of his mines,

he had tried to contact Jobs to intervene with Bill Clinton, but Jobs had not responded. “Robert always portrayed himself as a

spiritual person, but he crossed the line from being charismatic to being a con man,” Jobs said. “It was a strange thing to have one of the spiritual people in your young life turn out to be, symbolically and in reality, a gold miner.”

. . . drop Out

Jobs quickly became bored with college. He liked being at Reed, just not taking the required classes. In fact he was surprised when he found out that, for all of its hippie aura, there were strict course requirements. When Wozniak came to visit, Jobs

waved his schedule at him and complained, “They are making me take all these courses.” Woz replied, “Yes, that’s what they do in college.” Jobs refused to go to the classes he was assigned and instead went to the ones he wanted, such as a dance

class where he could enjoy both the creativity and the chance to meet girls. “I would never have refused to take the courses you were supposed to, that’s a difference in our personality,” Wozniak marveled.

Jobs also began to feel guilty, he later said, about spending so much of his parents’ money on an education that did not seem worthwhile. “All of my working-class

parents’ savings were being spent on my college tuition,” he recounted in a famous commencement address at Stanford. “I had no idea what I wanted to do with my life and no idea how college was going to help me figure it out. And here I was spending all of the money my parents had

saved their entire life.

So I decided to drop out

and trust that it

would all work out okay.”

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He didn’t actually want to leave Reed; he just wanted

He didn’t actually want to leave Reed; he just wanted to quit paying tuition and taking classes that didn’t interest him. Remarkably, Reed tolerated that. “He had a very inquiring mind that was enormously attractive,” said the dean of students, Jack

Dudman. “He refused to accept automatically received truths, and he wanted to examine everything himself.” Dudman allowed Jobs to audit classes and stay with friends in the dorms even after he stopped paying tuition.

“The minute I dropped out I could stop taking the required classes that didn’t interest me, and begin dropping in on the ones that looked interesting,” he said. Among them was a calligraphy class that appealed to him after he saw posters on campus

that were beautifully drawn. “I learned about serif and sans serif typefaces, about varying the amount of space between different letter combinations, about what makes great typography great. It was beautiful, historical, artistically subtle in a way that science can’t capture, and I found it fascinating.”

It was yet another example of Jobs consciously positioning himself at the intersection of the arts and technology. In all of his products, technology would be married to great design, elegance, human touches, and even romance. He would be in the fore

of pushing friendly graphical user interfaces. The calligraphy course would become iconic in that regard. “If I had never dropped in on that single course in college, the

Mac would have never had multiple typefaces or proportionally spaced fonts. And since Windows just copied the Mac, it’s likely that no personal computer would have them.”

In the meantime Jobs eked out a bohemian existence on the fringes of Reed. He went barefoot most of the time, wearing sandals when it snowed. Elizabeth Holmes made meals for him, trying to keep up with his obsessive diets. He returned soda

bottles for spare change, continued his treks to the free Sunday dinners at the Hare Krishna temple, and wore a down jacket in the heatless garage apartment he rented

for $20 a month. When he needed money, he found work at the psychology department lab maintaining the electronic equipment that was used for animal

behavior experiments.

Occasionally

Chrisann Brennan

would come to visit.

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