"side hustle"

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pages: 206 words: 60,587

Side Hustle: From Idea to Income in 27 Days by Chris Guillebeau

"side hustle", Airbnb, buy low sell high, inventory management, Lyft, passive income, ride hailing / ride sharing, sharing economy, side project, Silicon Valley, Silicon Valley startup, subscription business, TaskRabbit, the scientific method, Uber for X, uber lyft

And since you’re the one making the decisions, it can also be fun—only unlike other things you do for fun, this form of entertainment actually brings you more money every month. Remember, a side hustle is the new job security. There’s no downside, and the possibilities are unlimited. Now let’s turn this idea into your reality. WEEK 1 BUILD AN ARSENAL OF IDEAS A side hustle has many benefits, but it all starts with an idea. This first week of hustling will teach you how to generate business ideas that actually work. DAY 1 Predict the Future A side hustle has many benefits and no downside. It all starts with your answer to an important question: Twenty-seven days from now, what will be different about your life? Before we get to work, let’s get one thing straight. A side hustle isn’t just about money in the bank, as helpful as that can be. A side hustle really can change your life. When you build something for yourself, even as you continue to work your day job, you become empowered.

He kept adding pages, answering questions, and optimizing for Google. In less than a year, the side hustle was making more than $3,000 a month. THE RECIPE FOR HUSTLING SUCCESS At this point you’ve settled on a hustle idea, turned that idea into an offer, and decided how much you’re going to charge for that offer. You’re just about ready to launch! But every side hustle requires some setup work: a list of things you need to either source, acquire, or prepare to bring your offer into the world. The beauty of Tanner’s idea for a blog about cruises lies both in its simplicity and its execution. Sure, it was a great idea—but as you know by now, a lot of great ideas don’t necessarily translate to feasible and profitable side hustles. This one was great yet simple to implement. Because side hustles are designed to be moneymaking projects that you can get off the ground quickly, you want to be able to design a simple and efficient process to go from idea to implementation in as little time as possible.

WEIGH THE OBSTACLES AND OPPORTUNITIES OF EACH IDEA Now that you have several ideas, examine them more closely to understand their pros and cons. DAY 5. FORECAST YOUR PROFIT ON THE BACK OF A NAPKIN To estimate the profit of your side hustle, you don’t need a finance degree or a scientific calculator. You just need a napkin, a pen, and the power of observation. WEEK 2: SELECT YOUR BEST IDEA Once you have multiple ideas, you need to be able to identify the best ones. Learn how to instantly rank and compare ideas so that you’ll have confidence to proceed with the highest possible odds of success. DAY 6. USE THE SIDE HUSTLE SELECTOR TO COMPARE IDEAS Once you start thinking about side hustles, the ideas don’t stop. This tool will show you how to apply “Tinder for Hustling” logic to pick the best one at any given time. DAY 7. BECOME A DETECTIVE As you move forward with an idea, study what other people are doing.


pages: 621 words: 123,678

Financial Freedom: A Proven Path to All the Money You Will Ever Need by Grant Sabatier

"side hustle", 8-hour work day, Airbnb, anti-work, asset allocation, bitcoin, buy and hold, cryptocurrency, diversified portfolio, Donald Trump, financial independence, fixed income, follow your passion, full employment, Home mortgage interest deduction, index fund, loss aversion, Lyft, money market fund, mortgage debt, mortgage tax deduction, passive income, remote working, ride hailing / ride sharing, risk tolerance, Skype, stocks for the long run, stocks for the long term, TaskRabbit, the rule of 72, time value of money, uber lyft, Vanguard fund

Remember that any extra money invested at 7 percent interest will double every ten years! At least 40 percent of my own net worth has come from investing the money I made side hustling. In fact, it would have taken me at least twice as long to reach financial independence without side hustling. While we will dive deep into side hustling later in the book, to find a great profitable side hustle, make a list of all the skills you have or things you are good at and a list of the things you love to do. Which ones overlap? Evaluate those opportunities first. If you like your side hustles, you will be more likely to stick with them and perhaps even grow them so they become more lucrative. Your side hustle can literally be anything, as long as you make money doing it, and once again thanks to the internet, there are more ways to make money than ever before.

When I was side hustling really hard, I turned down offers to hang out with my friends sometimes, but I still found time to chill with my homies. I just built it around my side hustling. Sometimes I even hired my friends to help or brought them along. The choice is ultimately up to you, but I have no doubt that once you start earning money side hustling and seeing it grow, it won’t feel like a sacrifice at all. RECAP You need to diversify your income streams by developing one or more side hustles—moneymaking ventures outside of your full-time job. Side hustling is great because you can make money—sometimes a lot of money—doing pretty much anything. It also typically requires very little investment to get started, and it’s easy to test multiple ideas. Side hustling to invest will fast track your investment growth. Every side-hustle dollar you invest reduces the amount of time it will take to hit your number.

I’ll also show you how to maximize your benefits, including the best remote-work options possible; increase your skills; find a higher-paying job; and maximize the opportunities to use your nine-to-five to reach financial freedom as quickly as possible. Step 6: Start a profitable side hustle and diversify your income streams. It’s never been easier to start a profitable side hustle and make extra money, but the problem is, most people don’t do it right. They spend their time side hustling for someone else instead of for themselves, which means they aren’t earning as much money as possible. Or they spend their time trying to grow a side hustle that was doomed from the beginning. I’ll show you how to pick, launch, and grow a profitable side hustle so you can make more money in less time and create the moneymaker’s holy grail—passive income streams that make enough money to cover your living expenses and then some!


pages: 389 words: 81,596

Quit Like a Millionaire: No Gimmicks, Luck, or Trust Fund Required by Kristy Shen, Bryce Leung

"side hustle", Affordable Care Act / Obamacare, Airbnb, asset allocation, barriers to entry, buy low sell high, call centre, car-free, Columbine, cuban missile crisis, Deng Xiaoping, Elon Musk, fear of failure, financial independence, fixed income, follow your passion, hedonic treadmill, income inequality, index fund, longitudinal study, low cost airline, Mark Zuckerberg, mortgage debt, obamacare, offshore financial centre, passive income, Ponzi scheme, risk tolerance, risk/return, Silicon Valley, single-payer health, Snapchat, Steve Jobs, supply-chain management, the rule of 72, working poor, Y2K, Zipcar

We’ll cover the topic of retiring early with kids in chapter 19.) Backup Plan #4: The Side Hustle Cost cutting and geographic arbitrage are great tools, but if you want to stay where you are without changing your lifestyle, you have another option: a side hustle! I know, I know; another finance book advising you to “start a business!” as if it’s just that easy. I tried it myself, and I failed—multiple times! The big difference with starting a side hustle after you’ve retired is that your bar for success is much lower. If you quit your job to crochet hoodies for cats and only make $5,000 in a year, you’d consider that an abject failure. You gave up a salary for this?! But after retirement, $5,000 would be a rousing success. That’s enough to replace your Cash Cushion withdrawal. Your portfolio yield plus your side hustle earnings should be enough to fund your Current-Year Spending.

For example, if you’ve always dreamed of becoming a writer but couldn’t support yourself on a writer’s salary (which is pretty common), by making $20,000 per year as a freelance writer, you’ve reduced your required portfolio size by $20,000 × 25 = $500,000. This is what we like to call SideFIRE. By having a side hustle in “retirement,” you don’t have to become fully FI before reaping most of the benefits. You can build the life of your dreams using the power of a side hustle and have your portfolio supplement your living expenses. In the example I just gave, your portfolio would cover half of your $40,000-per-year expenses and your side-hustle income would cover the other half. By developing a side hustle while you’re working, you essentially kill three birds with one stone: you increase your savings rate by making more money, develop a new skill, and reduce the size of the portfolio needed to escape your nine-to-five.

This is why side hustles, by themselves, are not super useful for your financial freedom, but coupled with a portfolio spinning off passive income, they can make all the difference in the world. And if your side hustle has to do with your passion, it’s a triple win, because it decreases the size of the portfolio you need, lets you follow that passion, and generates additional income. You don’t need a million to break free. You simply need a portfolio big enough to supplement the income you’re making in retirement. Check out Grant Sabatier’s book Financial Freedom and Chris Guillebeau’s The $100 Startup for ideas on how to make money on side hustles. PARTIAL FI What if you’re not interested in a side hustle? What if you actually enjoy your job but just need more flexibility? What if you just want more time to spend time with family and friends? Say hello to Partial FI!


pages: 231 words: 76,283

Work Optional: Retire Early the Non-Penny-Pinching Way by Tanja Hester

"side hustle", Affordable Care Act / Obamacare, Airbnb, anti-work, asset allocation, barriers to entry, buy and hold, crowdsourcing, diversification, estate planning, financial independence, full employment, gig economy, hedonic treadmill, high net worth, index fund, labor-force participation, longitudinal study, medical bankruptcy, mortgage debt, obamacare, passive income, post-work, remote working, rent control, ride hailing / ride sharing, risk tolerance, stocks for the long run, Vanguard fund

As we saw in chapter 7, earning more and banking your increased earnings in your investments is the absolute best way to increase how much you can invest year over year. There are several big ways you can increase your income: by starting a lucrative side hustle, by retraining for a higher-paying career, by increasing your focus in your current career, by negotiating for more money, or by going to work for yourself. Work a Side Hustle Side hustles have grown more common in recent years as younger people especially find them necessary to make ends meet with their student loan debt burdens and high rents in big cities. But side hustles can work for anyone who wants to earn more, assuming you choose one that’s truly lucrative. Quite a few multilevel marketing schemes out there prey on folks who are eager to make a little extra on the side, and they often result in those people losing money.

A good rule to follow: If you’re spending large amounts of money upfront or to keep it going, it’s probably not helping you reach your goals. For 10 years, I taught yoga and spin classes as my side hustle. The startup costs were minimal—a few hundred dollars for my basic certification—and there were almost no ongoing costs. Though I didn’t always love having to get up at five a.m. to teach classes, the pay rate was good, and the bonus was that I got paid to work out. Teaching yoga at studios is not always profitable, as there are high costs associated with traditional teacher training, and studios don’t all pay fairly, but teaching regular fitness classes at the gym can be a great side hustle. In general, part-time jobs on top of your full-time job start providing income the fastest, though the income itself may not be huge. If you have the entrepreneurial itch, you could start your own online business that you run in addition to your primary job, though you may have startup costs, and it may take longer to turn a profit.

And getting to evening classes was becoming more challenging, as expectations increased that I’d be available to my work clients around the clock. I’d often be rushing to get off a late call and then sprinting to class. It didn’t feel good to bluster into class like that, and I knew it wasn’t sustainable anymore. So as hard as it was to close that chapter, I realized that giving up my side hustle would allow me to increase my focus and effort at work, which set me up for a promotion, higher pay, and increased opportunities. Around the same time, Mark decided to increase his focus at work, too. Though he never had a side hustle and had always produced high-quality work that made him beloved by clients and colleagues alike, he’d never really committed to drumming up new business. It was his least favorite part of the job, and he’d always felt uncomfortable stepping into the salesperson role. But he made up his mind that he wanted to demonstrate his commitment to all aspects of his career and stepped outside of his comfort zone to make new business a new priority.


Early Retirement Guide: 40 is the new 65 by Manish Thakur

"side hustle", Airbnb, diversified portfolio, financial independence, hedonic treadmill, index fund, Lyft, passive income, passive investing, risk tolerance, Robert Shiller, Robert Shiller, time value of money, uber lyft, Vanguard fund, Zipcar

It's important to convince yourself why you need a raise first before trying to convince your boss, and truly believe you deserve one. 2. Work on a side hustle. I don't mean go on the street and do the "find the ball under the cup" kind of hustle, but putting in some extra work on the side outside of your job. It could be anything from restoring free craigslist items and reselling them, refereeing little league games, running a niche website, to consulting companies using experience built up over years on the job. There's an almost unlimited ocean of ideas to pursue, which can be daunting. The best advice is to stick with an area you are either an expert in or have a strong passion for. When finishing a long day at work, it's hard to get the motivation to keep working, so it is better to find a hobby or skill you would look forward to working on. The increase in income your side hustle creates varies from each person and idea, but follows closely with how much effort has been put into it.

Focus on hustles that take little to no money to start, but can be grown over time, so that if it doesn't pan out or a big change needs to occur, there isn't a large impact to your finances. Providing consulting services from knowledge earned on the job is a great way to start quickly with a low cost, and has a lot of potential to grow over the years. It will take some time to get a steady income from your side hustle, so stay committed and you're bound to see the fruits of your labor. 3. Work as a freelancer. Freelancing gives a lot of flexibility and freedom, without the pitfalls of needing to go to an office or keep regular hours. Freelancing while paying off debt or looking for some seed money to start your side hustle helps jumpstart both of these by providing some extra money easily. Keep in mind that we are working towards independence and an ideal life. Pursue ideas that interest you and will make you happy. Challenges: 1. Outline possible reasons why you should get a raise and back them up with recent examples 2.


pages: 173 words: 53,564

Fair Shot: Rethinking Inequality and How We Earn by Chris Hughes

"side hustle", basic income, Donald Trump, effective altruism, Elon Musk, end world poverty, full employment, future of journalism, gig economy, high net worth, income inequality, invisible hand, Jeff Bezos, job automation, knowledge economy, labor-force participation, Lyft, M-Pesa, Mark Zuckerberg, meta analysis, meta-analysis, new economy, oil rush, payday loans, Peter Singer: altruism, Potemkin village, precariat, randomized controlled trial, ride hailing / ride sharing, Ronald Reagan, Second Machine Age, self-driving car, side project, Silicon Valley, TaskRabbit, The Bell Curve by Richard Herrnstein and Charles Murray, traveling salesman, trickle-down economics, uber lyft, universal basic income, winner-take-all economy, working poor, working-age population, zero-sum game

Marketplace, June 9, 2016. https://www.marketplace.org/2016/06/09/economy/does-middle-class-life-cost-more-it-used. Apple Inc. “2017 Supplier List.” Apple Supplier Responsibility Program, February 2017. https://images.apple.com/supplier-responsibility/pdf/Apple-Supplier-List.pdf. Baab-Muguira, Catherine. “Millennials Are Obsessed with Side Hustles Because They’re All We’ve Got.” Quartz, June 23, 2016. https://qz.com/711773/millennials-are-obsessed-with-side-hustles-because-theyre-all-weve-got/. Badel, Alejandro, and Brian Greaney. “Exploring the Link between Drug Use and Job Status in the U.S.” U.S. Federal Reserve Bank of St. Louis, July 2013. https://www.stlouisfed.org/Publications/Regional-Economist/July-2013/Exploring-the-Link-between-Drug-Use-and-Job-Status-in-the-US. Barnes, Peter.

TaskRabbiters pitch in to assemble furniture, rake leaves, or even stand in line to buy theater tickets or a newly released iPhone. In some cases, these contract jobs are a godsend because they help workers who only get part-time hours elsewhere to supplement their income, as laborers have done since the beginning of time. We often think of millennials in these jobs, the masters of the art of the “side hustle,” but the numbers show it isn’t just millennials doing contingent work. A quarter of the working-age population in the United States and Europe engage in some type of independently paid gig, some by choice, but many out of necessity. People who find work through apps like Lyft and TaskRabbit get a lot of attention, but they are the tip of the iceberg. The instability that characterizes their work has spread throughout the economy as the class of low-quality jobs has grown.

I use the term “one percent” broadly to describe the wealthiest Americans, households with assets of more than $10 million or incomes of $250k or higher. 40 the average doctor in my hometown last year made $189,000: Salary.com, “North Carolina Physician-Generalist Salaries.” 40 CEOs at S&P 500 companies who today, on average, are paid 347 times more: American Federation of Labor and Congress of Industrial Organizations, “Highest-Paid CEOs”; Mishel and Schieder, “CEOs Make 276 Times More than Typical Workers.” 40 96 percent of the ultra-wealthy one percent are white: Moore, “America’s Financial Divide.” 41 the Waltons, all of whom inherited their wealth from the Walmart empire, now controls as much wealth as the bottom 43 percent of the country combined: New America, “Monopoly and Inequality.” 41 The chasm between the rich and the poor has not been so wide since 1929: Saez and Zucman, “Wealth Inequality in the United States Since 1913.” 42 Before the second half of the twentieth century, work was more likely to be at home on the farm or in a short-term stint somewhere: Lebergott, “Annual Estimates of Unemployment in the United States, 1900–1954.” 44 Employees with 15 years of service or more received medical care for life: Wartzman, End of Loyalty, 105–107. 44 This period of stable jobs and nearly full employment was a brief historical exception: I think this is largely because the people who write our collective narratives and histories tend to be white men, the exact demographic best served by the labor market of this period. See Wartzman, “Populists Want to Bring Back the Blue-Collar Golden Age”; and Oxfam America and Economic Policy Institute, “Few Rewards.” 45 “For workers, the American corporation used to act as a shock absorber”: Wartzman, End of Loyalty, 5. 46 the numbers show it isn’t just millennials doing contingent work: Baab-Muguira, “Millennials Are Obsessed with Side Hustles.” 46 A quarter of the working-age population in the United States and Europe engage in some type of independently paid gig: Manyika et al., “Independent Work.” 46 the number of people working in contingent jobs balloons to over 40 percent of all American workers: Pofeldt, “Shocker: 40% of Workers Now Have ‘Contingent’ Jobs.” 46 of all the jobs created between 2005 and 2015, 94 percent of them were contract or temporary: Katz and Krueger, “Rise and Nature of Alternative Work Arrangements.” 46 Many of these jobs of the new economy pay poorly: Dews, “Charts of the Week”; Vo and Zumbrun, “Just How Good (or Bad) Are All the Jobs Added?”


pages: 237 words: 66,545

The Money Tree: A Story About Finding the Fortune in Your Own Backyard by Chris Guillebeau

"side hustle", Bernie Madoff, Ethereum, financial independence, global village, hiring and firing, housing crisis, passive income, race to the bottom, rent-seeking, ride hailing / ride sharing, Steve Jobs, telemarketer

You can send them to MoneyTreeBook.com, their favorite bookstore, or any online retailer. Or better yet, buy them a copy. They’ll be able to repay you later . . . To the buzz, Chris Guillebeau About the Author Chris Guillebeau is the New York Times bestselling author of The $100 Startup, Side Hustle, The Happiness of Pursuit, and other books. During a lifetime of self-employment that included a four-year commitment as a volunteer executive in West Africa, he visited every country in the world (193 in total) before his 35th birthday. His daily podcast, Side Hustle School, is downloaded more than two million times a month. He is also the founder of the World Domination Summit, an event for cultural creatives that attracts thousands of attendees to Portland, Oregon every summer. What’s next on your reading list? Discover your next great read!

Other titles by Chris Guillebeau Side Hustle The Happiness of Pursuit The $100 Startup The Art of Non-Conformity Portfolio / Penguin An imprint of Penguin Random House LLC penguinrandomhouse.com Copyright © 2020 by Chris Guillebeau Penguin supports copyright. Copyright fuels creativity, encourages diverse voices, promotes free speech, and creates a vibrant culture. Thank you for buying an authorized edition of this book and for complying with copyright laws by not reproducing, scanning, or distributing any part of it in any form without permission. You are supporting writers and allowing Penguin to continue to publish books for every reader. ISBN 9780593188712 (hardcover) ISBN 9780593188729 (ebook) This is a work of fiction. Names, characters, places, and incidents either are the product of the author’s imagination or are used fictitiously, and any resemblance to actual persons, living or dead, businesses, companies, events, or locales is entirely coincidental.

We’ll talk more in a few hours, so you don’t need to memorize this. But it might be good to take a quick look before we meet. Everything we do is based on these simple principles. Get some sleep and I’ll see you at Lava Java bright and early! Best, Clarence The Third Way A Manifesto No one should depend on a single paycheck for their entire income. And now, there’s no good reason why you have to. Whether you call it a side hustle, a small business, or just “something you do for extra money,” you can use this model to create more freedom for yourself. To start, follow these five guiding principles. If you get stuck, come back to them. The answer is probably found in some part of the model.* 1. Everyone’s an expert at something. One way or another, you have acquired a lot of valuable knowledge throughout your life.


Crushing It! EPB by Gary Vaynerchuk

"side hustle", augmented reality, fear of failure, follow your passion, Mark Zuckerberg, passive income, ride hailing / ride sharing, rolodex, Rubik’s Cube, Saturday Night Live, Silicon Valley, Skype, Snapchat

You can work as an office manager, go home, and then earn an extra $10,000 a year on Twitch letting people watch you play and comment on your favorite video game, because you really are that good at it. Or use YouTube to share insanely cool science experiments. Or post pictures on Instagram of your pet hedgehogs wearing tiny hats. Thanks to the proliferation of platforms and the migration of TV and magazine viewers to the Internet, there is room for many, many more experts and personalities to create a lucrative, sustainable ecosystem that promotes and grows their businesses or even side hustles. It’s a great time to be a fashion model, for example. There was a time when there was room for only a handful of superstars to see themselves featured in editorial fashion spreads and on the runways. Then there were maybe a thousand in the middle getting steady commercial work in print and TV. The rest found themselves at the bottom, scraping by doing catalog and promotional work. But the Internet has opened a floodgate of opportunity for anyone willing to hustle to grow a fan base through blogs and video channels to attract the attention of the hundreds of thousands of brands eager to spend money supporting popular, good-looking, fashionable people by branded content and advertising.

But she also became known as the person who knew how to edit videos and could help you figure out the privacy settings on your Facebook page, which would not have been remarkable in Silicon Valley but was unusual in Ohio at the time. It was friends living on the West Coast who informed her that social-media management was a real job. And she thought, I could get paid to do this? That’s when the side hustle started. After getting home from her day job, sometimes as late as seven p.m., she’d buckle down to the freelance work. The first small businesses she approached were already overwhelmed by all the content they had to create for Facebook and Twitter, and now here’s this person telling them they had to make videos, too? They didn’t want to hear it. Amy realized that the only way she was going to get small companies to take her seriously was to show them why social mattered.

IG: @whatsinside It’s fitting that a science project was responsible for shifting Daniel Markham’s career from pharmaceutical sales rep to half of a world-traveling father-son duo devoted to cutting things in two. Decades of testing, experimentation, and life experience led to his and his son’s “overnight success.” Growing up, Dan had always wanted to be an entrepreneur, but upon graduating from college with a young family, he applied his degree in global business and finance to a position as a pharmaceutical sales rep. The money was good, but for years he put up websites and dabbled in side hustles, or, in his words, “little random small businesses that totally failed,” in the hopes that one would take off and allow him to leave his steady job. When YouTube came along, he put up videos of his kids and wife to share with the rest of his family, who didn’t live near him in Utah. He’d always monetized his websites with Google AdSense, throwing up little pop-up ads, and he did the same for the YouTube videos even though he’d never made any money this way.


pages: 170 words: 46,126

The 1% Rule: How to Fall in Love With the Process and Achieve Your Wildest Dreams by Tommy Baker

"side hustle", Cal Newport, delayed gratification, deliberate practice, Elon Musk, knowledge worker, Parkinson's law, passive income, Steve Jobs

However, our brains are masters at making the novel routine, and we begin to notice a downtick in enthusiasm. Every day, energy starts to fade. We’re no longer pumped, and the process starts to take hold. Since we added to a shaky foundation, we’re a ticking time bomb. We cling on, but time continues to pass. A few months later someone asks us about the getting-back-in-shape endeavor, the side hustle, the book, the content platform, or relationship goal we had, and we simply respond: “Oh yeah…that thing. I’ve moved on.” Does this sound familiar? I know it does, because you’re here. We’ve all experienced it, and it’s my intention to ensure it never happens to you again. UNSHAKEABLE FOUNDATION When you’re in the process of buying a home, you rarely ask about the foundation.

During the process of coaching hundreds of people, I’ve noticed most people will do nearly anything to avoid taking the leap. These leaps in life are about making bold decisions in the moment, without any guarantee on the other side. It’s the moments where you know what to do, but are trembling in fear. It’s not about the size of the leap, it’s stepping into it with trust and faith. For example, the leap may look like: Committing to your side hustle, once and for all. Quitting your job and pursuing your true purpose and passion. Moving to a new environment, a new city on the other side of the country. Taking the trip and adventure that calls your heart, even if it doesn’t make sense. Asking him or her out, even when it feels uncomfortable and the “timing” doesn’t feel perfect. Following through on the business pivot that calls your heart, but you’ve been putting off.


pages: 190 words: 62,941

Wild Ride: Inside Uber's Quest for World Domination by Adam Lashinsky

"side hustle", Airbnb, always be closing, Amazon Web Services, autonomous vehicles, Ayatollah Khomeini, business process, Chuck Templeton: OpenTable:, cognitive dissonance, corporate governance, DARPA: Urban Challenge, Donald Trump, Elon Musk, gig economy, Golden Gate Park, Google X / Alphabet X, information retrieval, Jeff Bezos, Lyft, Marc Andreessen, Mark Zuckerberg, megacity, Menlo Park, new economy, pattern recognition, price mechanism, ride hailing / ride sharing, Sand Hill Road, self-driving car, Silicon Valley, Silicon Valley startup, Skype, Snapchat, South of Market, San Francisco, sovereign wealth fund, statistical model, Steve Jobs, TaskRabbit, Tony Hsieh, transportation-network company, Travis Kalanick, turn-by-turn navigation, Uber and Lyft, Uber for X, uber lyft, ubercab, young professional

Says Camp: “Travis was the best brainstorming partner.” The limo-hailing idea interested Camp, Kalanick, and the others, but it was hardly the only thing any of them were working on. Camp, after all, worked for eBay, and Kalanick was still at Akamai. But neither was in the kind of role that demanded all their attention. Life inside the big companies that acquired them allowed for plenty of time to work on their “side hustles” and also to hang out with each other. In early December 2008, the duo traveled to Paris for another industry conference, this one created by Loïc Le Meur, a French blogger who yearned to break into the ranks of Silicon Valley entrepreneurs. Together with his wife at the time, Géraldine, he succeeded in attracting a group of many of the best young Internet personalities from the United States, who needed little arm-twisting to join a boondoggle in Paris.

He was making a comfortable, six-figure salary, putting his education to good use. Yet he wasn’t satisfied. “I by no stretch hated those jobs, but I wasn’t super passionate about them,” he tells me over lunch in Manhattan Beach, a tony community near Los Angeles International Airport and not far from Campbell’s current home in Long Beach. “I just wasn’t excited to go to work on Monday.” What was getting Campbell excited was what he calls his “side hustle,” a trendy expression associated with the so-called gig economy that once would have been called moonlighting. He was intrigued by personal finance, suddenly having some considerable disposable income, and so in 2012 he started a blog targeted at people like himself. It’s called Your Personal Finance Pro, with the tagline “Financial Advice for Young Professionals.” The blog was a small-scale success and generated good income for Campbell, nearly a couple thousand dollars a month for not very much effort.


pages: 83 words: 16,943

The Frugal Life: How a Family Can Live Under $30,000 and Thrive by Kate Singh

"side hustle", dumpster diving, white picket fence

Yes, there are times when the work just repeats itself like a bad movie and I wake up exhausted at the thought of my day because it gets old, boring, and mundane. It can be downright drudgery. However, this isn't that often and it usually means I need a day off. There are many days I look about me in gratitude and feel blessed that I have this sweet home when so many struggle with housing or high rent. I've done the commutes from hell and worked in the offices and had the side hustle cafe jobs to pay off debt. I know what it's like to wake in the dark to an alarm clock and get home in the dark to an empty, cold apartment and eat cereal for dinner. So, when I smell a pot of stew simmering on the stove and hear music coming from the living room, when I sit for my afternoon tea or coffee and watch a sitcom on TV in the middle of the day while pretending to fold laundry, or when I have lunch outside with my boys and talk about all the things five and seven-year-olds talk about, I am loving this job!


pages: 343 words: 91,080

Uberland: How Algorithms Are Rewriting the Rules of Work by Alex Rosenblat

"side hustle", Affordable Care Act / Obamacare, Airbnb, Amazon Mechanical Turk, autonomous vehicles, barriers to entry, basic income, big-box store, call centre, cashless society, Cass Sunstein, choice architecture, collaborative economy, collective bargaining, creative destruction, crowdsourcing, disruptive innovation, don't be evil, Donald Trump, en.wikipedia.org, future of work, gender pay gap, gig economy, Google Chrome, income inequality, information asymmetry, Jaron Lanier, job automation, job satisfaction, Lyft, marginal employment, Mark Zuckerberg, move fast and break things, Network effects, new economy, obamacare, performance metric, Peter Thiel, price discrimination, Ralph Waldo Emerson, regulatory arbitrage, ride hailing / ride sharing, self-driving car, sharing economy, Silicon Valley, Silicon Valley ideology, Skype, social software, stealth mode startup, Steve Jobs, strikebreaker, TaskRabbit, Tim Cook: Apple, transportation-network company, Travis Kalanick, Uber and Lyft, Uber for X, uber lyft, union organizing, universal basic income, urban planning, Wolfgang Streeck, Zipcar

According to one prominent study, the 2007–2009 Great Recession produced the strongest such effect: perhaps the “need” for extra work has been reframed by the gig economy as a positive opportunity for “extra” income. In effect, the work culture that promotes the idea that everyone should get a side hustle puts a positive sheen on the declining economic prospects of male (and female) breadwinners. The sharing economy draws on these histories, delegitimizing and feminizing work by pigeonholing sharing-economy jobs as mere side hustles. Even when drivers and other gig economy workers depend on their earnings for major household expenses, like mortgages, college tuition, or medical expenses, the pervasive notion that these are just “side gigs” dismantles expectations about what these jobs should provide. Moreover, women’s work in the household (child-rearing, housework, and so on) has long been considered a social commitment that women make to their families and society, rather than a job that should be compensated with a living wage.68 The language of “sharing” plays on this idea—that the social good is somehow an acceptable substitute for compensated work.


Hiding in Plain Sight: The Invention of Donald Trump and the Erosion of America by Sarah Kendzior

"side hustle", 4chan, Berlin Wall, Bernie Sanders, borderless world, Chelsea Manning, Columbine, corporate raider, desegregation, don't be evil, Donald Trump, drone strike, Edward Snowden, Ferguson, Missouri, Francis Fukuyama: the end of history, hiring and firing, illegal immigration, income inequality, Jaron Lanier, Jeff Bezos, Jeffrey Epstein, Julian Assange, Mohammed Bouazizi, Naomi Klein, Nelson Mandela, new economy, payday loans, plutocrats, Plutocrats, QAnon, Robert Hanssen: Double agent, Ronald Reagan, Silicon Valley, Skype, Thomas L Friedman, trickle-down economics, unpaid internship, white flight, WikiLeaks, Y2K, zero-sum game

I wrote a series of essays documenting my nation’s demise, many of which were later published in my first book, The View from Flyover Country. The essays were shaped in part by the harsh conditions of Missouri, the state I call home, a state that had long been the bellwether of American politics and now served as the bellwether of American decline. But the crisis I documented was nationwide: rising political paranoia, opportunity-hoarding by wealthy elites, a “post-employment economy” of side hustles and unpaid labor, the weaponization of digital media by dictators and extremists, and the catastrophic consequences of unchecked corruption. These were not abstract concerns. The cumulative effect was a collective agony intensified by the all-American shame of seeing systemic breakdowns as personal failings. It had been a long time since I or anyone I knew had dreams instead of circumstances.

Most leaders have gone ominously silent on the obvious threat, but you find some unexpected advice on dealing with stress from Donald Trump. The quote is from Trump’s 2004 CNN interview with Larry King, who you remember as a celebrity interviewer from your childhood but who was paid $225,000 in 2011 to do a puff piece interview with a Kremlin-friendly oligarch and whose show now airs on Russian state media, because seemingly everyone on earth now has a side hustle with the Kremlin.43 But since calming down and obeying the leader are the orders of the day—the orders, repeated like the drumbeat of a racing heart—you decide to see what he has to offer: Caller: I’d like to know how you handle your stress. Trump: I try and tell myself it doesn’t matter. Nothing matters. If you tell yourself it doesn’t matter—like you do shows, you do this, you do that, and then you have earthquakes in India where 400,000 people get killed.


pages: 416 words: 100,130

New Power: How Power Works in Our Hyperconnected World--And How to Make It Work for You by Jeremy Heimans, Henry Timms

"side hustle", 3D printing, 4chan, Affordable Care Act / Obamacare, Airbnb, augmented reality, autonomous vehicles, battle of ideas, Benjamin Mako Hill, bitcoin, blockchain, British Empire, Chris Wanstrath, Columbine, Corn Laws, crowdsourcing, David Attenborough, Donald Trump, Elon Musk, Ferguson, Missouri, future of work, game design, gig economy, hiring and firing, IKEA effect, income inequality, informal economy, job satisfaction, Jony Ive, Kibera, Kickstarter, Lean Startup, Lyft, Mark Zuckerberg, Minecraft, Network effects, new economy, Nicholas Carr, obamacare, Occupy movement, profit motive, race to the bottom, ride hailing / ride sharing, rolodex, Saturday Night Live, sharing economy, Silicon Valley, six sigma, Snapchat, social web, TaskRabbit, the scientific method, transaction costs, Travis Kalanick, Uber and Lyft, uber lyft, upwardly mobile, web application, WikiLeaks

In the first year or two of your venture, you’re probably doing everything from buying cleaning supplies to sales to putting together a new logo or website. This mirrors the increasing demands in today’s workplaces for people to play roles that go far beyond their more narrowly defined job descriptions—and to play across disciplines and skills. There’s an excellent chance your new marketing hire is learning to code on her lunch break. It is the era of the “side hustle”—a recent survey showed that almost a third of millennials now have an extra job on the side. • Founders are all-in and always on. They benefit from greater flexibility and autonomy than nine-to-fivers, but the boundaries between their work and their lives tend to be blurry. Of course, there is a dark side to this founder feeling. The one part of the founder’s experience that most people do not want to share—yet do—is the uncertainty and insecurity.

The company goes public: Portia Crowe, “Snap Is Going Public at a $24 Billion Valuation,” Business Insider, March 1, 2017. “He just wants”: Austin Carr, “What Snapchat’s High-Profile Exec Departures Really Tell Us About CEO Evan Spiegel,” Fast Company, October 20, 2015. A Bentley University survey: “Millennials at Work,” Bentley University, November 11, 2014, 13. It is the era of the “side hustle”: CareerBuilder, “Millennials Significantly Outpacing Other Age Groups for Taking on Side Gigs,” PR Newswire, September 29, 2016. The reality that three: Deborah Gage, “The Venture Capital Secret: 3 Out of 4 Start-Ups Fail,” Wall Street Journal, September 20, 2012. A survey by ManpowerGroup: “Millennial Careers: 2020 Vision Facts, Figures and Practical Advice from Workforce Experts,” ManpowerGroup, 2016.


The Pirate's Dilemma by Matt Mason

"side hustle", Albert Einstein, augmented reality, barriers to entry, citizen journalism, creative destruction, don't be evil, Donald Trump, Douglas Engelbart, East Village, Firefox, future of work, glass ceiling, global village, Hacker Ethic, haute couture, Howard Rheingold, Internet of things, invisible hand, Isaac Newton, jimmy wales, job satisfaction, John Markoff, Joseph Schumpeter, Kickstarter, Lao Tzu, Marshall McLuhan, means of production, Naomi Klein, new economy, New Urbanism, patent troll, peer-to-peer, prisoner's dilemma, RAND corporation, RFID, Richard Florida, Richard Stallman, SETI@home, Silicon Valley, South China Sea, Stephen Hawking, Steve Jobs, Steve Wozniak, Steven Levy, Stewart Brand, Tim Cook: Apple, urban sprawl, Whole Earth Catalog

Rappers don’t just talk about getting money, they’ve become some of the most versatile businesspeople in America. When producers such as Dr. Dre, Timbaland, and Lil Jon work on tracks for other artists, they don’t just produce the records they make, they also brand them, appearing in the videos and singing hooks, often cross-promoting their own product lines at the same time. For commercial hip-hop stars, having several side hustles is as important as having several clean pairs of kicks. Hip-hop is a game of braggadocio, and conspicuous consumption is no longer enough to impress. The more you can successfully build 188 | THE PIRATE’S DILEMMA and extend your brand and still manage to keep it real, the more you can exaggerate your swagger. Diddy didn’t invent the remix, as he claimed on his 2002 album We Invented the Remix.

Aside from the requisite clothing line, sneaker deal, and Hollywood career most rappers now feel naked without, “Bigg Boss Dogg” has his own brand of pornographic DVDs, malt liquor, foot-long hot doggs, a skateboard company, a youth American football league (the Snooperbowl), and a line of action figures, not to mention endorsing everything from mobile phones to scooters to “Chronic Candy.”* A more diverse line of side hustles is hard to imagine, but Snoop pulls it off by endorsing products that reflect his personality. Hip-hop artists create business empires as a form of self-expression the way the rest of us build MySpace pages. Hip-hop instills passion in its fans and then demands participation, making entrepreneurs out of even the most reluctant. When artist and producer Pharrell Williams was growing up in Virginia, hard work just wasn’t his thing; he was fired from three separate McDonald’s restaurants.


pages: 289

Hustle and Gig: Struggling and Surviving in the Sharing Economy by Alexandrea J. Ravenelle

"side hustle", active transport: walking or cycling, Affordable Care Act / Obamacare, Airbnb, Amazon Mechanical Turk, barriers to entry, basic income, Broken windows theory, call centre, Capital in the Twenty-First Century by Thomas Piketty, cashless society, Clayton Christensen, clean water, collaborative consumption, collective bargaining, creative destruction, crowdsourcing, disruptive innovation, Downton Abbey, East Village, Erik Brynjolfsson, full employment, future of work, gig economy, Howard Zinn, income inequality, informal economy, job automation, low skilled workers, Lyft, minimum wage unemployment, Mitch Kapor, Network effects, new economy, New Urbanism, obamacare, Panopticon Jeremy Bentham, passive income, peer-to-peer, peer-to-peer model, performance metric, precariat, rent control, ride hailing / ride sharing, Ronald Reagan, sharing economy, Silicon Valley, strikebreaker, TaskRabbit, telemarketer, the payments system, Tim Cook: Apple, transaction costs, Travis Kalanick, Triangle Shirtwaist Factory, Uber and Lyft, Uber for X, uber lyft, ubercab, universal basic income, Upton Sinclair, urban planning, very high income, white flight, working poor, Zipcar

There are also a few notable differences between the sort of people who become Airbnb hosts and the sort who work with Kitchensurfing. For instance, while some Kitchensurfing chefs engaged in their food work full time, few Airbnb hosts only hosted. Most had full-time occupations or identities outside Airbnb, whether as students, lawyers, writers, or small business owners, and their Airbnb work was a side hustle or part-time effort. Part of this divide derives from the fact that while Airbnb hosting can require multiple emails or being on call part of the time, it is often less labor-intensive and time-consuming than creating a menu, shopping for ingredients, and cooking for clients. Additionally, while Kitchensurfing chefs often hired assistants to help with large events, they were still expected to show up for such events.

So, it’s like it was strangely enjoyable to sort of leave the office at one in the afternoon and go down to some apartment and clean it up and welcome a guest, which is so different from the general cerebral work that I do on a day-to-day basis. A small, temporary change of pace can be interesting. Joshua would probably never consider cleaning houses for a living or working as a hotel’s front desk clerk, but as a short-term side hustle it has its appeal. At the end of our interview, he noted that he was moving cross-country and hiring his fiancée’s undocumented immigrant mother to manage the key distribution and cleaning. As he put it, he and his business partner “want to do as little manual labor as possible, turn [Airbnb listings] into passive income.” RACE OR CLASS? Is this brushing off of the social contract an issue of socioeconomic or racial inequities?


pages: 168 words: 50,647

The End of Jobs: Money, Meaning and Freedom Without the 9-To-5 by Taylor Pearson

"side hustle", Airbnb, barriers to entry, Ben Horowitz, Black Swan, call centre, cloud computing, commoditize, creative destruction, David Heinemeier Hansson, Elon Musk, en.wikipedia.org, Frederick Winslow Taylor, future of work, Google Hangouts, Kevin Kelly, Kickstarter, knowledge economy, knowledge worker, loss aversion, low skilled workers, Lyft, Marc Andreessen, Mark Zuckerberg, market fragmentation, means of production, Oculus Rift, passive income, passive investing, Peter Thiel, remote working, Ronald Reagan: Tear down this wall, sharing economy, side project, Silicon Valley, Skype, software as a service, software is eating the world, Startup school, Steve Jobs, Steve Wozniak, Stewart Brand, telemarketer, Thomas Malthus, Uber and Lyft, uber lyft, unpaid internship, Watson beat the top human players on Jeopardy!, web application, Whole Earth Catalog

You can have corporate executives that are far more entrepreneurial than founders in how they approach their work. A corporate executive that starts new divisions or spins off a company from inside an existing company is more entrepreneurial than someone owning an equity stake and merely following the directions of their partners. Freelancers that take no initiative to build new systems that improve their work or sales process could be less entrepreneurial than an employee with a side hustle that’s making it happen. These are simply generalizations intended to demonstrate that although there’s not a name for it, you can invest in entrepreneurship as a skill set just like you can knowledge. Investing in Entrepreneurship Once we see entrepreneurship as an asset or resource that can be invested in, we can apply similar, basic economic concepts towards it and start making better, more reasoned decisions.


pages: 172 words: 48,747

The View From Flyover Country: Dispatches From the Forgotten America by Sarah Kendzior

"side hustle", Affordable Care Act / Obamacare, American ideology, barriers to entry, clean water, corporate personhood, crowdsourcing, David Brooks, David Graeber, Donald Trump, Edward Snowden, George Santayana, glass ceiling, income inequality, low skilled workers, Lyft, Marshall McLuhan, Mohammed Bouazizi, new economy, obamacare, Occupy movement, payday loans, pink-collar, post-work, publish or perish, Richard Florida, ride hailing / ride sharing, Silicon Valley, the medium is the message, trickle-down economics, Uber and Lyft, uber lyft, unpaid internship, Upton Sinclair, urban decay, War on Poverty, WikiLeaks, women in the workforce

The setting may have been artificial, but the people in it were real. —Originally published July 1, 2014 PART II The Post-Employment Economy Surviving the Post-Employment Economy A lawyer. A computer scientist. A military analyst. A teacher. What do these people have in common? They are trained professionals who cannot find full-time jobs. Since 2008, they have been tenuously employed—working one-year contracts, consulting on the side, hustling to survive. They spent thousands on undergraduate and graduate training to avoid that hustle. They eschewed dreams—journalism, art, entertainment—for safer bets, only to discover that the safest bet is that your job will be contingent and disposable. Unemployed graduates are told that their predicament is their own fault. They should have chosen a more “practical” major, like science or engineering, and stayed away from the fickle and loathsome humanities.


pages: 209 words: 53,175

The Psychology of Money: Timeless Lessons on Wealth, Greed, and Happiness by Morgan Housel

"side hustle", airport security, Amazon Web Services, Bernie Madoff, business cycle, computer age, coronavirus, discounted cash flows, diversification, diversified portfolio, Donald Trump, financial independence, Hans Rosling, Hyman Minsky, income inequality, index fund, invisible hand, Isaac Newton, Jeff Bezos, Joseph Schumpeter, knowledge worker, labor-force participation, Long Term Capital Management, margin call, Mark Zuckerberg, new economy, Paul Graham, payday loans, Ponzi scheme, quantitative easing, Renaissance Technologies, Richard Feynman, risk tolerance, risk-adjusted returns, Robert Gordon, Robert Shiller, Robert Shiller, Ronald Reagan, Stephen Hawking, Steven Levy, stocks for the long run, the scientific method, traffic fines, Vanguard fund, working-age population

And he wanted it badly. Gupta sat on the board of directors of Goldman Sachs, which surrounded him with some of the wealthiest investors in the world. One investor, citing the paydays of private equity tycoons, described Gupta like this: “I think he wants to be in that circle. That’s a billionaire circle, right? Goldman is like the hundreds of millions circle, right?”¹² Right. So Gupta found a lucrative side hustle. In 2008, as Goldman Sachs stared at the wrath of the financial crisis, Warren Buffett planned to invest $5 billion into the bank to help it survive. As a Goldman board member Gupta learned of this transaction before the public. It was valuable information. Goldman’s survival was in doubt and Buffett’s backing would surely send its stock soaring. Sixteen seconds after learning of the pending deal Gupta, who was dialed into the Goldman board meeting, hung up the phone and called a hedge fund manager named Raj Rajaratnam.


pages: 394 words: 57,287

Unleashed by Anne Morriss, Frances Frei

"side hustle", Airbnb, Donald Trump, future of work, gig economy, glass ceiling, Grace Hopper, Jeff Bezos, Netflix Prize, Network effects, performance metric, race to the bottom, ride hailing / ride sharing, Silicon Valley, Steve Jobs, TaskRabbit, Tony Hsieh, Toyota Production System, Travis Kalanick, Uber for X, women in the workforce

These improvements included exciting innovations to the FIELD curriculum, more inclusive algorithms for designing the student experience, even things like better childcare services for MBA students. They included more rigorous personal reflection work and a student-led Honor Code movement. Momentum increased dramatically in a community fueled by its own high standards and deep devotion, a community fully unleashed. Add “culture” to your title Culture change is often viewed as important but not urgent, a lofty side hustle you get to pursue only after you’ve done your day job. But the most successful organizational leaders we know are the ones who put culture at the very center of what they do. They’re the CEOs who implicitly replace the “e” with a “c” and interpret their roles as chief culture officers first. They’re the VPs of product or sales or operations who mentally tack on “and culture” to whatever operating title they’ve earned.


pages: 243 words: 59,662

Free to Focus: A Total Productivity System to Achieve More by Doing Less by Michael Hyatt

"side hustle", Atul Gawande, Cal Newport, Checklist Manifesto, Donald Trump, Elon Musk, Frederick Winslow Taylor, informal economy, invention of the telegraph, Jeff Bezos, job automation, knowledge economy, knowledge worker, Parkinson's law, remote working, Steve Jobs, zero-sum game

Fortunately, we don’t have to wonder anymore because Hyatt has answered that question, and several others, in this fantastic book.” Jon Acuff, New York Times bestselling author, Finish: Give Yourself the Gift of Done “You need a system to succeed, and Free to Focus can be that system. Michael’s no-nonsense, all-helpful advice can help anyone prioritize their life to do more of what’s important to them.” Chris Guillebeau, author, Side Hustle and The $100 Startup “Overwork is a pervasive form of personal sabotage. Michael Hyatt presents a well-researched but refreshing alternative that allows us to breathe, play, and connect while still accomplishing the very best we have to offer at work. This book will restore the inner peace that makes work—and life—worthwhile.” Dan Miller, New York Times bestselling author, 48 Days to the Work You Love “Free to Focus is terrific.


pages: 179 words: 59,704

Meet the Frugalwoods: Achieving Financial Independence Through Simple Living by Elizabeth Willard Thames

"side hustle", Airbnb, asset allocation, barriers to entry, basic income, buy and hold, carbon footprint, delayed gratification, dumpster diving, East Village, financial independence, hedonic treadmill, IKEA effect, index fund, indoor plumbing, loss aversion, McMansion, mortgage debt, passive income, payday loans, risk tolerance, Stanford marshmallow experiment, universal basic income, working poor

Create diversity in your assets, as we did with our real estate and stock market investments. Grow your wealth, which in my case is through low-fee index funds and our rental property. Embrace frugality in order to achieve all of these objectives more quickly and more sustainably. If you can’t save enough, even with a regimen of true extreme frugality, then you probably need to look for ways to earn more, either through finding a new job or adding on a second job or side hustle. There are a number of different formulas that people use to determine how much money they’ll need in order to reach financial independence, but at the most basic level, it’s a question of how much money you need to live on every year. In light of that, there are actually only three variables in the financial independence equation: income, expenses, and time. The less you spend, the more you save, the faster you save it, and the less money you need overall.


pages: 194 words: 59,336

The Simple Path to Wealth: Your Road Map to Financial Independence and a Rich, Free Life by J L Collins

"side hustle", asset allocation, Bernie Madoff, buy and hold, compound rate of return, diversification, financial independence, full employment, German hyperinflation, index fund, money market fund, nuclear winter, passive income, payday loans, risk tolerance, Vanguard fund, yield curve

I can tell you, she was a White House intern in the 90s (before Monica Lewinsky’s time) and she’s burned through three passports; collecting stamps from Haiti, India, Estonia, Japan, France, Denmark, Norway, Finland and Italy along the way. The Russian border patrol once detained her, seizing her passport. She’s been a professional designer for over 15 years and outside of her day job, she’s illustrated three books and authored two. She restores and sells mid-century furniture with her poet husband as a side hustle. They met in a blizzard. All that is well and good, but when it comes to her success with this cover and working with me, my money says the key is that experience with the Russians. Cover Illustration I love the illustration on this book’s cover. I’ve been friends with Trisha Ray (www.trisharay.com) dating back to my bicycle trip thru Ireland where she and her then fiancé kidnapped me, hauled me up to Galway for a music festival and then abandoned me on the side of the road to find my own way back.


pages: 272 words: 66,985

Hyperfocus: How to Be More Productive in a World of Distraction by Chris Bailey

"side hustle", Albert Einstein, Any sufficiently advanced technology is indistinguishable from magic, Cal Newport, Chuck Templeton: OpenTable:, Clayton Christensen, correlation does not imply causation, deliberate practice, functional fixedness, game design, knowledge economy, knowledge worker, Parkinson's law, randomized controlled trial, Richard Feynman, Skype, twin studies, Zipcar

A financial adviser’s purposeful tasks might be to make investments, meet with clients, and educate herself on industry trends. A researcher’s most important tasks might include designing and running studies, teaching, and applying for funding. My most important tasks are writing books and blog articles, reading research to encounter new ideas, and giving talks. In your personal life, your purposeful tasks might include spending time with your kids, working on a side hustle, or volunteering with a local charity. A perfectly productive person would focus on only the top two quadrants of the above chart. If things were that simple, though, you wouldn’t need this book. As you’ve no doubt experienced, sticking within the borders of necessary and purposeful work is much easier said than done. Every day, tasks from all four quadrants compete for our attention. Working on autopilot means we are more prone to falling prey to the unnecessary and distracting ones and often spend time on necessary and purposeful work only when we’re on deadline.


pages: 301 words: 78,638

Atomic Habits: An Easy & Proven Way to Build Good Habits & Break Bad Ones by James Clear

"side hustle", Atul Gawande, Cal Newport, Checklist Manifesto, choice architecture, clean water, cognitive dissonance, delayed gratification, deliberate practice, en.wikipedia.org, financial independence, invisible hand, Lao Tzu, late fees, meta analysis, meta-analysis, Paul Graham, randomized controlled trial, ride hailing / ride sharing, Sam Altman, Saturday Night Live, survivorship bias, Walter Mischel

In the process of creating hundreds of photos, they honed their skills. Meanwhile, the quality group sat around speculating about perfection. In the end, they had little to show for their efforts other than unverified theories and one mediocre photo.* It is easy to get bogged down trying to find the optimal plan for change: the fastest way to lose weight, the best program to build muscle, the perfect idea for a side hustle. We are so focused on figuring out the best approach that we never get around to taking action. As Voltaire once wrote, “The best is the enemy of the good.” I refer to this as the difference between being in motion and taking action. The two ideas sound similar, but they’re not the same. When you’re in motion, you’re planning and strategizing and learning. Those are all good things, but they don’t produce a result.


pages: 240 words: 74,182

This Is Not Propaganda: Adventures in the War Against Reality by Peter Pomerantsev

"side hustle", 4chan, active measures, anti-communist, Berlin Wall, call centre, citizen journalism, desegregation, Donald Trump, Etonian, European colonialism, Fall of the Berlin Wall, feminist movement, illegal immigration, mass immigration, mega-rich, megacity, Mikhail Gorbachev, Skype, South China Sea

Now she was told to create multiple online personalities (girls clad in bikinis worked best), make online friends, promote her candidate and smear the opposition. Rina was ashamed. She felt she sabotaged herself, bringing in only twenty Facebook followers, whereas her colleagues brought in hundreds. Ong noted that no one, at any level in this business, ever described their activity as ‘trolling’ or producing ‘fake news’. Everyone had their own ‘denial strategies’: the architects stressed it was merely a side hustle to their regular PR work and thus didn’t define them, and anyway they weren’t in charge of the whole political campaign; the community-level operators said someone else was leaving the really nasty, hateful comments. In any case this was the architecture of online influence, which would shift into a more aggressive gear when Duterte came to power. Duterte had vowed to kill so many drug dealers it would fatten the fish in Manila Bay, and joked that he would sign a pardon to forgive himself.


pages: 309 words: 81,975

Brave New Work: Are You Ready to Reinvent Your Organization? by Aaron Dignan

"side hustle", activist fund / activist shareholder / activist investor, Airbnb, Albert Einstein, autonomous vehicles, basic income, Bertrand Russell: In Praise of Idleness, bitcoin, Black Swan, blockchain, Buckminster Fuller, Burning Man, butterfly effect, cashless society, Clayton Christensen, clean water, cognitive bias, cognitive dissonance, corporate governance, corporate social responsibility, correlation does not imply causation, creative destruction, crony capitalism, crowdsourcing, cryptocurrency, David Heinemeier Hansson, deliberate practice, DevOps, disruptive innovation, don't be evil, Elon Musk, endowment effect, Ethereum, ethereum blockchain, Frederick Winslow Taylor, future of work, gender pay gap, Geoffrey West, Santa Fe Institute, gig economy, Google X / Alphabet X, hiring and firing, hive mind, income inequality, information asymmetry, Internet of things, Jeff Bezos, job satisfaction, Kevin Kelly, Kickstarter, Lean Startup, loose coupling, loss aversion, Lyft, Marc Andreessen, Mark Zuckerberg, minimum viable product, new economy, Paul Graham, race to the bottom, remote working, Richard Thaler, shareholder value, Silicon Valley, six sigma, smart contracts, Social Responsibility of Business Is to Increase Its Profits, software is eating the world, source of truth, Stanford marshmallow experiment, Steve Jobs, TaskRabbit, the High Line, too big to fail, Toyota Production System, uber lyft, universal basic income, Y Combinator, zero-sum game

The platforms behind the gig economy like to talk about their movement as the savior of the American worker, empowering otherwise underemployed individuals to be their own bosses and live the entrepreneurial dream. After all, the drivers and laborers who make Uber, Lyft, Grubhub, DoorDash, Postmates, Fiverr, and TaskRabbit work can choose when and where they work with unprecedented control. Realistically, though, many of the workers in the gig economy need money. That’s why they’re side hustling. They’re underemployed or unemployed, and the minimal extra income they earn from these services—85 percent make less than $500 a month—is helping them make ends meet. That doesn’t sound like the ultimate in entrepreneurial freedom. But there’s something more troubling about the fact that one in four Americans is now participating in the gig economy. By turning work into a series of app-mediated transactions, we’re actually narrowing the scope of their participation to something closer to the opposite of entrepreneurialism.


pages: 304 words: 91,566

Bitcoin Billionaires: A True Story of Genius, Betrayal, and Redemption by Ben Mezrich

"side hustle", airport security, Albert Einstein, bank run, Ben Horowitz, bitcoin, blockchain, Burning Man, buttonwood tree, cryptocurrency, East Village, El Camino Real, Elon Musk, family office, fault tolerance, fiat currency, financial innovation, game design, Isaac Newton, Marc Andreessen, Mark Zuckerberg, Menlo Park, Metcalfe’s law, new economy, offshore financial centre, paypal mafia, peer-to-peer, Peter Thiel, Ponzi scheme, QR code, Ronald Reagan, Ross Ulbricht, Sand Hill Road, Satoshi Nakamoto, Schrödinger's Cat, self-driving car, side project, Silicon Valley, Skype, smart contracts, South of Market, San Francisco, Steve Jobs, transaction costs, zero-sum game

Tyler and Cameron had started to view Voorhees and Ira as people who were being paid like full-time employees but only working part-time—building their own projects on the side—one of which was a Bitcoin gambling site. The twins believed BitInstant required full-time dedicated employees, not people with one foot in, one foot out. That was how they approached everything, and Charlie could understand it: you didn’t make the Olympics by being a part-timer. Ver, on the other hand, thought Erik’s and Ira’s side hustles were none of the twins’ business—whatever they were building would only further the overall ecosystem and BitInstant along with it; but it was obvious, Ver’s disagreement with the twins went much deeper than business. As Bitcoin had grown, Ver had become more and more vocal about his beliefs—you either agreed with them, or you were the enemy. Charlie started to write a reply to one of the angry emails, then paused, because he wasn’t sure there was anything he could write that would make things better, or calm Cameron and Tyler down.


pages: 371 words: 93,570

Broad Band: The Untold Story of the Women Who Made the Internet by Claire L. Evans

"side hustle", 4chan, Ada Lovelace, Albert Einstein, British Empire, colonial rule, computer age, crowdsourcing, dark matter, dematerialisation, Doomsday Book, Douglas Engelbart, Douglas Engelbart, Douglas Hofstadter, East Village, Edward Charles Pickering, game design, glass ceiling, Grace Hopper, Gödel, Escher, Bach, Haight Ashbury, Harvard Computers: women astronomers, Honoré de Balzac, Howard Rheingold, HyperCard, hypertext link, index card, information retrieval, Internet Archive, Jacquard loom, John von Neumann, Joseph-Marie Jacquard, knowledge worker, Leonard Kleinrock, Mahatma Gandhi, Mark Zuckerberg, Menlo Park, Mother of all demos, Network effects, old-boy network, On the Economy of Machinery and Manufactures, packet switching, pets.com, rent control, RFC: Request For Comment, rolodex, semantic web, Silicon Valley, Skype, South of Market, San Francisco, Steve Jobs, Steven Levy, Stewart Brand, subscription business, technoutopianism, Ted Nelson, telepresence, Whole Earth Catalog, Whole Earth Review, women in the workforce, Works Progress Administration, Y2K

She was doing the work of three people in a field most had trouble even defining. At Eckert-Mauchly, she’d been senior mathematician—“it sounded impressive enough to match the salary”—but at Remington Rand, seniority just meant more work. Beyond managing a team of programmers and overseeing custom software projects for each client, she served as clearinghouse for customer support. It was a constant battle. To say nothing of her side hustles: she was always furthering the art, working in what little spare time she had on improvements to programming technique. But it suited her to be busy. She’d had a rough patch in the years between Eckert-Mauchly’s insolvency and its acquisition by Remington Rand, her alcoholism creeping back—she was even arrested for drunk and disorderly conduct in November 1949. But Howard Aiken’s lab at Harvard hadn’t been a pleasure cruise, either, and those punishing circumstances had brought out her best ideas.


pages: 296 words: 98,018

Winners Take All: The Elite Charade of Changing the World by Anand Giridharadas

"side hustle", activist lawyer, affirmative action, Airbnb, Bernie Sanders, bitcoin, Burning Man, Capital in the Twenty-First Century by Thomas Piketty, carried interest, cognitive dissonance, collective bargaining, corporate raider, corporate social responsibility, crowdsourcing, David Brooks, David Heinemeier Hansson, deindustrialization, disintermediation, Donald Trump, Edward Snowden, Elon Musk, friendly fire, global pandemic, high net worth, hiring and firing, housing crisis, Hyperloop, income inequality, invisible hand, Jeff Bezos, Kibera, Kickstarter, land reform, Lyft, Marc Andreessen, Mark Zuckerberg, new economy, Occupy movement, offshore financial centre, Panopticon Jeremy Bentham, Parag Khanna, Paul Graham, Peter Thiel, plutocrats, Plutocrats, profit maximization, risk tolerance, rolodex, Ronald Reagan, shareholder value, sharing economy, side project, Silicon Valley, Silicon Valley startup, Skype, Social Responsibility of Business Is to Increase Its Profits, Steven Pinker, technoutopianism, The Chicago School, The Fortune at the Bottom of the Pyramid, the High Line, The Wealth of Nations by Adam Smith, Thomas L Friedman, too big to fail, Travis Kalanick, trickle-down economics, Uber and Lyft, uber lyft, Upton Sinclair, Vilfredo Pareto, working poor, zero-sum game

It was off-putting when the organizers of our fellowship reunion sprang a Goldman Sachs–sponsored lunch on us, in which the company’s do-gooding was trumpeted and its role in causing the financial crisis went unexamined. It bothered me that the fellowship asked fellows to do virtuous side projects instead of doing their day jobs more honorably. The institute brought together people from powerful institutions like Facebook, the hedge fund Bridgewater Associates, and PepsiCo. Instead of asking them to make their firms less monopolistic, greedy, or harmful to children, it urged them to create side hustles to “change the world.” I began to feel like a casual participant in—and timid accomplice to, as well as a cowardly beneficiary of—a giant, sweet-lipped lie. Who exactly were we leaders of? What had given us the right to solve the world’s problems as we saw fit? What interests and blind spots were we bringing to that problem-solving, given the criteria by which we had been selected? Why were we coming to Aspen?


pages: 380 words: 109,724

Don't Be Evil: How Big Tech Betrayed Its Founding Principles--And All of US by Rana Foroohar

"side hustle", accounting loophole / creative accounting, Airbnb, AltaVista, autonomous vehicles, banking crisis, barriers to entry, Bernie Madoff, Bernie Sanders, bitcoin, book scanning, Brewster Kahle, Burning Man, call centre, cashless society, cleantech, cloud computing, cognitive dissonance, Colonization of Mars, computer age, corporate governance, creative destruction, Credit Default Swap, cryptocurrency, data is the new oil, death of newspapers, Deng Xiaoping, disintermediation, don't be evil, Donald Trump, drone strike, Edward Snowden, Elon Musk, en.wikipedia.org, Erik Brynjolfsson, Etonian, Filter Bubble, future of work, game design, gig economy, global supply chain, Gordon Gekko, greed is good, income inequality, informal economy, information asymmetry, intangible asset, Internet Archive, Internet of things, invisible hand, Jaron Lanier, Jeff Bezos, job automation, job satisfaction, Kenneth Rogoff, life extension, light touch regulation, Lyft, Mark Zuckerberg, Marshall McLuhan, Martin Wolf, Menlo Park, move fast and break things, move fast and break things, Network effects, new economy, offshore financial centre, PageRank, patent troll, paypal mafia, Peter Thiel, pets.com, price discrimination, profit maximization, race to the bottom, recommendation engine, ride hailing / ride sharing, Robert Bork, Sand Hill Road, search engine result page, self-driving car, shareholder value, sharing economy, Shoshana Zuboff, Silicon Valley, Silicon Valley startup, smart cities, Snapchat, South China Sea, sovereign wealth fund, Steve Jobs, Steven Levy, subscription business, supply-chain management, TaskRabbit, Telecommunications Act of 1996, The Chicago School, the new new thing, Tim Cook: Apple, too big to fail, Travis Kalanick, trickle-down economics, Uber and Lyft, Uber for X, uber lyft, Upton Sinclair, WikiLeaks, zero-sum game

The depth and breadth of change being effected by the gig economy is unprecedented, and while the sheer number of workers that labor solely in the gig economy relative to the traditional economy isn’t yet as high as some academics once predicted it would be,12 the changes are still happening in nearly every industry, across pretty much every geography. What happens when everyone is, to a greater or lesser extent, a freelancer? What happens when everyone has to have some kind of a side hustle, because a single job isn’t secure enough anymore? That’s one of the big existential worries that Uber creates in many people, even while they, as customers, enjoy the huge convenience and cost savings it provides. Companies are increasingly boasting about how they want their employees to act as entrepreneurs—while neglecting to mention that what they really mean is they want employees to work hard, 24/7, without necessarily rewarding them like entrepreneurs, say with a piece of equity or a performance-based salary.


pages: 461 words: 106,027

Zero to Sold: How to Start, Run, and Sell a Bootstrapped Business by Arvid Kahl

"side hustle", business process, centre right, Chuck Templeton: OpenTable:, continuous integration, coronavirus, COVID-19, Covid-19, crowdsourcing, domain-specific language, financial independence, Google Chrome, if you build it, they will come, information asymmetry, information retrieval, inventory management, Jeff Bezos, job automation, Kubernetes, minimum viable product, Network effects, performance metric, post-work, premature optimization, risk tolerance, Ruby on Rails, sentiment analysis, Silicon Valley, software as a service, source of truth, statistical model, subscription business, supply-chain management, trickle-down economics, web application

We had noticed that teachers loved to share, so we added a collaboration system where they could help each other out by sharing their templates. All of a sudden, we had a product that developed a strong network effect overnight. And that feature made the business grow beyond our wildest expectations. Every day, new teachers would sign up, and since we provided a service that solved their problems well, we had incredibly high retention and conversion rates. For many of our customers, teaching from home was a side hustle. Using our product enabled many of them to turn this into a full-time source of income. We priced our service to be affordable and easily justified. We even increased our prices by 50% a year into running the business, and it continued growing nevertheless. So we coasted along, adding new customers every day, building features and making the service more reliable, and integrating deeper and deeper into the web-based teaching software our customers were using.


pages: 392 words: 112,954

I Can't Breathe by Matt Taibbi

"side hustle", activist lawyer, affirmative action, Broken windows theory, desegregation, Donald Trump, East Village, Ferguson, Missouri, Frank Gehry, mass incarceration, plutocrats, Plutocrats, Ronald Reagan, Snapchat, War on Poverty

“I about lost my mind,” says McCrae. “I thought I was being set up. I told him he had the wrong guy. And a few other things.” Eric Garner walked away with his head down. Even crack dealing was starting to seem impossibly beyond his grasp. — It wasn’t long after that that Esaw made an offhand comment that would change her husband’s life. While Eric was away in jail the last time, she’d picked up her own little side hustle—one she didn’t realize was illegal. “I’m selling cigarettes,” she said. Eric immediately raised an eyebrow. “Selling cigarettes?” Eric said. “And how’s that working out?” “I make a lot of money in a day with these loosies,” she explained. He paused. “How much money?” — Drug dealing was the wrong fit for Garner. As with the Ferris wheel at Coney Island, he preferred a ride with a little less bounce to it.


pages: 504 words: 129,087

The Ones We've Been Waiting For: How a New Generation of Leaders Will Transform America by Charlotte Alter

"side hustle", 4chan, affirmative action, Affordable Care Act / Obamacare, basic income, Berlin Wall, Bernie Sanders, carbon footprint, clean water, collective bargaining, Columbine, corporate personhood, correlation does not imply causation, Credit Default Swap, crowdsourcing, David Brooks, Donald Trump, double helix, East Village, ending welfare as we know it, Fall of the Berlin Wall, feminist movement, Ferguson, Missouri, financial deregulation, Francis Fukuyama: the end of history, gig economy, glass ceiling, Google Hangouts, housing crisis, illegal immigration, immigration reform, income inequality, Intergovernmental Panel on Climate Change (IPCC), job-hopping, Kevin Kelly, knowledge economy, Lyft, mandatory minimum, Marc Andreessen, Mark Zuckerberg, mass incarceration, McMansion, medical bankruptcy, move fast and break things, move fast and break things, Nate Silver, obamacare, Occupy movement, passive income, pre–internet, race to the bottom, RAND corporation, Ronald Reagan, sexual politics, Silicon Valley, single-payer health, Snapchat, TaskRabbit, too big to fail, Uber and Lyft, uber lyft, universal basic income, unpaid internship, We are the 99%, white picket fence, working poor, Works Progress Administration

When big purchases such as homes and cars were out of the question, many millennials figured they might as well spend their money on things like specialty cronuts and fancy coffees. They tended to prefer experiences over possessions. And a generation steeped in social networks became increasingly comfortable renting things instead of owning them: millennials rented rides (with Uber and Lyft), rented clothes (through Rent The Runway), and rented labor (through TaskRabbit). They also began to look to the gig economy for side hustles to supplement their meager incomes. By 2018, more than 40 percent of eighteen- to thirty-four-year-olds worked as freelancers. For almost half of the largest generation of workers, the traditional work structure that had defined twentieth-century professional life just wasn’t available anymore. A freelance life meant being constantly on, all the time. It meant working two or three jobs to make ends meet—partly to pay off those student loans, partly to pay that health insurance premium, and partly because technology made it possible to work all the time, from anywhere.


pages: 444 words: 127,259

Super Pumped: The Battle for Uber by Mike Isaac

"side hustle", activist fund / activist shareholder / activist investor, Airbnb, Albert Einstein, always be closing, Amazon Web Services, Andy Kessler, autonomous vehicles, Ayatollah Khomeini, barriers to entry, Bay Area Rapid Transit, Burning Man, call centre, Chris Urmson, Chuck Templeton: OpenTable:, citizen journalism, Clayton Christensen, cloud computing, corporate governance, creative destruction, don't be evil, Donald Trump, Elon Musk, family office, gig economy, Google Glasses, Google X / Alphabet X, high net worth, Jeff Bezos, John Markoff, Kickstarter, Lyft, Marc Andreessen, Mark Zuckerberg, mass immigration, Menlo Park, Mitch Kapor, money market fund, moral hazard, move fast and break things, move fast and break things, Network effects, new economy, off grid, peer-to-peer, pets.com, Richard Florida, ride hailing / ride sharing, Sand Hill Road, self-driving car, shareholder value, side project, Silicon Valley, Silicon Valley startup, skunkworks, Snapchat, software as a service, software is eating the world, South China Sea, South of Market, San Francisco, sovereign wealth fund, special economic zone, Steve Jobs, TaskRabbit, the payments system, Tim Cook: Apple, Travis Kalanick, Uber and Lyft, Uber for X, uber lyft, ubercab, union organizing, upwardly mobile, Y Combinator

That included sensors and other software specifically for self-driving cars. Unbeknownst to Google, the search giant was soon buying much of its tech for the street-mapping project from one of its own employees, Levandowski, who sold the gear via a middleman. Google eventually found out about Levandowski’s ruse. Instead of firing him, Google decided to buy Levandowski’s startup for $20 million. Side hustles like 510 Systems defined Levandowski. He liked money, but what he liked more was finding hacks and work-arounds. Levan­dowski may have labored at a giant corporation, but he was still a scrappy startup guy at heart. Building a business and selling it back to Google was validating; he had found a hole in the 20 percent time system, exploited it, and won. The $20 million windfall was good, too.


pages: 520 words: 134,627

Unacceptable: Privilege, Deceit & the Making of the College Admissions Scandal by Melissa Korn, Jennifer Levitz

"side hustle", affirmative action, barriers to entry, blockchain, call centre, Donald Trump, Gordon Gekko, helicopter parent, high net worth, Jeffrey Epstein, Maui Hawaii, medical residency, Menlo Park, performance metric, rolodex, Ronald Reagan, Sand Hill Road, Saturday Night Live, side project, Silicon Valley, Snapchat, stealth mode startup, Steve Jobs, telemarketer, Thorstein Veblen, unpaid internship, upwardly mobile, yield management, young professional, zero-sum game

Robert Zangrillo, a Miami developer and investor, introduced Singer to Robert Flaxman, a Beverly Hills developer, in 2015, the same year that Atherton mom Elizabeth Henriquez passed his name to Davina Isackson. Isackson lived a few houses down from fellow Singer client Marci Palatella and her family, on a steep, curvy street in the hills above San Mateo. And Marjorie Klapper introduced Singer to the Sartorios, who lived a couple miles away at the end of a quiet cul-de-sac not far from Stanford. But too much scuttlebutt could torpedo Singer’s lucrative side hustle. For all his bluster and flexibility with facts, Singer ran a disciplined enterprise. He relied on parents to adhere to finely honed talking points to fend off high school counselors or college admissions officers who might question, for instance, why a student in the Bay Area was flying to L.A. to take the SAT, or why a nonathlete was suddenly being recruited for a university crew team. They had to make sure the few teens who were in on the illicit plans didn’t go chatting to friends about it.


The Code: Silicon Valley and the Remaking of America by Margaret O'Mara

"side hustle", A Declaration of the Independence of Cyberspace, accounting loophole / creative accounting, affirmative action, Airbnb, AltaVista, Amazon Web Services, Apple II, Apple's 1984 Super Bowl advert, autonomous vehicles, back-to-the-land, barriers to entry, Ben Horowitz, Berlin Wall, Bob Noyce, Buckminster Fuller, Burning Man, business climate, Byte Shop, California gold rush, carried interest, clean water, cleantech, cloud computing, cognitive dissonance, commoditize, computer age, continuous integration, cuban missile crisis, Danny Hillis, DARPA: Urban Challenge, deindustrialization, different worldview, don't be evil, Donald Trump, Doomsday Clock, Douglas Engelbart, Dynabook, Edward Snowden, El Camino Real, Elon Musk, en.wikipedia.org, Erik Brynjolfsson, Frank Gehry, George Gilder, gig economy, Googley, Hacker Ethic, high net worth, Hush-A-Phone, immigration reform, income inequality, informal economy, information retrieval, invention of movable type, invisible hand, Isaac Newton, Jeff Bezos, Joan Didion, job automation, job-hopping, John Markoff, Julian Assange, Kitchen Debate, knowledge economy, knowledge worker, Lyft, Marc Andreessen, Mark Zuckerberg, market bubble, mass immigration, means of production, mega-rich, Menlo Park, Mikhail Gorbachev, millennium bug, Mitch Kapor, Mother of all demos, move fast and break things, move fast and break things, mutually assured destruction, new economy, Norbert Wiener, old-boy network, pattern recognition, Paul Graham, Paul Terrell, paypal mafia, Peter Thiel, pets.com, pirate software, popular electronics, pre–internet, Ralph Nader, RAND corporation, Richard Florida, ride hailing / ride sharing, risk tolerance, Robert Metcalfe, Ronald Reagan, Sand Hill Road, Second Machine Age, self-driving car, shareholder value, side project, Silicon Valley, Silicon Valley ideology, Silicon Valley startup, skunkworks, Snapchat, social graph, software is eating the world, speech recognition, Steve Ballmer, Steve Jobs, Steve Wozniak, Steven Levy, Stewart Brand, supercomputer in your pocket, technoutopianism, Ted Nelson, the market place, the new new thing, There's no reason for any individual to have a computer in his home - Ken Olsen, Thomas L Friedman, Tim Cook: Apple, transcontinental railway, Uber and Lyft, uber lyft, Unsafe at Any Speed, upwardly mobile, Vannevar Bush, War on Poverty, We wanted flying cars, instead we got 140 characters, Whole Earth Catalog, WikiLeaks, William Shockley: the traitorous eight, Y Combinator, Y2K

And it was hard to shake the icky feeling that many people had about sharing their lives with online strangers.18 The college students of the early 2000s had fewer qualms. They had grown up doing homework on a computer and sneaking late-night hours in the chaotic social world of Internet chat rooms. They file swapped on Napster until it got shut down; they added HTML flourishes to their MySpace pages. Still, Facebook started as a college kid’s side hustle, a vehicle for the silly, ephemeral musings and gossip of his fellow students, who presumably would move on to more serious things after graduation. In those early months the site’s server space was paid for by a wealthy roommate and, at one particularly cash-strapped point, by Zuckerberg’s parents. It seemed unlikely to become the next world-changing tech company.19 That was, of course, before Mark Zuckerberg and his roommates moved to Palo Alto, secured money and mentorship, and became the runaway start-up success story of the decade, fodder for countless magazine cover stories, books, and one big-studio Hollywood film.