Guess what? Chris Guillebeau has a new book coming out! I got an advance copy for attending World Domination Summit this year, which was quite gracious. It’s called Side Hustle: From Idea to Income in 27 Days. If you’re a fan like I am, you already know that Chris started a daily podcast this year called Side Hustle School. While the podcast features brief profiles of successful side hustlers, the book is more of a handbook on how it’s done.
What I like best about the Guillebeau approach is that he focuses on the practical rather than the merely motivational. People are doing this, they’re doing it every single day, and it’s easier than we think. We just need to implement our ideas. “Inspiration is good, but inspiration with action is so much better.”
Side gigs are everywhere these days. Recently, I’ve paid side hustlers to drive me through Lyft, let me sleep at their house through AirBnB, and deliver my groceries through Instacart. We were just in Jackson, Wyoming, where we used a shuttle service run by a group of young Ukrainian guys who like to ski. It’s a double-edged sword; in one sense, it’s scary to think how little some of these gigs must pay, but in another sense, it’s also exciting to think how low the bar is for someone to just wake up one morning and decide to start bringing in more money. What Side Hustle can do is to teach someone to think of more and better ways to bring in more and better money.
I started babysitting when I was ten, and it didn’t occur to me that I could quit until I was in my mid-thirties. While I was in college, I also cleaned houses, took in mending from other students, edited papers (for trade), house-sat, took notes for a deaf student, did transcriptions, dealt in consignment clothes and used books, and of course I had a work-study job on top of my regular quarter-time job. I used to say I had five streams of income in school, and I just realized it was actually more! When you’re in the hustle mindset, you just step up and act on whatever money-making propositions cross your mind.
When you’re rich, they call it “multiple streams of income.” When you’re poor, it’s just your reality. I’ve learned that middle-class people are the only people who rely on one single job. That always felt precarious and threatening to me, the thought that if I got laid off, I wouldn’t be able to make my rent. Side hustles, as Chris frequently emphasizes, are a way to spread that risk and generate independence and security.
This is an approachable, straightforward, well-tested book. Every step has an example of a real person or couple who did it, what the side business is, and how much money it made. There are examples ranging from a few hundred dollars a year to a hundred thousand or more. Side Hustle has something for everyone, and for those of us who want more, there’s the Side Hustle School podcast as a companion.
Side Hustle launches on September 19.
I've been working with chronic disorganization, squalor, and hoarding for over 20 years. I'm also a marathon runner who was diagnosed with fibromyalgia and thyroid disease 17 years ago.