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Side Hustle School

Side Hustle School

Author: Chris Guillebeau / Onward Project

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A daily show for everyone who works a regular job and wants to start an income-earning project on the side. In each episode, listeners will hear a different story of someone who's started a side hustle—along with what went well, how that person overcame challenges, and what happened as a result. The show is written and hosted by Chris Guillebeau, the New York Times bestselling author of The $100 Startup, The Happiness of Pursuit, and other books.

1288 Episodes
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In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a New Jersey school counselor turned blogger who now has six employees and twenty contractors.  Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.   Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau Learn more about your ad choices. Visit megaphone.fm/adchoices
Today’s listener has found the perfect domain for her new website and YouTube channel, but it’s already been registered and the seller wants $2,000 for it. What should she do? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.   Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau Learn more about your ad choices. Visit megaphone.fm/adchoices
After learning about Hypnobirthing, a first-time mom conceives a service that provides tools and resources for anxious future parents. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.   Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau Learn more about your ad choices. Visit megaphone.fm/adchoices
How can you make a manual process easier? It starts by answering the question: “How can I do this thing better?”  Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.   Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau Learn more about your ad choices. Visit megaphone.fm/adchoices
A New York City woman starts a fashion business centered around petite women, then discovers that her blog is even more popular. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.   Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau Side Hustle School is part of ‘The Onward Project,’ a family of podcasts brought together by Gretchen Rubin—all about how to make your life better. Check out the other Onward Project podcasts—Happier with Gretchen Rubin, Happier in Hollywood, Do The Thing, and Everything Happens with Kate Bowler . If you liked this episode, please subscribe, leave a review, and tell your friends! Learn more about your ad choices. Visit megaphone.fm/adchoices
This listener is using Fulfillment by Amazon with some success, but she needs more reviews on her listing page. What can she do to encourage customers to sing her praises? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.   Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau Learn more about your ad choices. Visit megaphone.fm/adchoices
Let’s talk about taxes! Love them or hate them … well, I don’t think anyone really *loves* them. Good news: when you operate a side hustle, you may be able to deduct a lot of expenses from your personal tax return.  Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.   Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau Learn more about your ad choices. Visit megaphone.fm/adchoices
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from one of our very first case studies, a digital caricature artist who also owns another full-time accounting business. How has the global pandemic affected her work? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.   Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau Learn more about your ad choices. Visit megaphone.fm/adchoices
Many listeners continue to wonder about the effects (positive and negative) during the time of the novel coronavirus known as COVID-19. How should we best adapt during this time?  Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.   Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau Learn more about your ad choices. Visit megaphone.fm/adchoices
When a professional bodyworker starts an online meditation community in February 2020, it takes an unexpected turn with the arrival of the coronavirus.  Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.   Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau Learn more about your ad choices. Visit megaphone.fm/adchoices
You’ve put a lot of work into developing your product. How can you make sure that people notice?   Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.   Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau Learn more about your ad choices. Visit megaphone.fm/adchoices
When a nurse launches her retail candle business right before the coronavirus lockdown, she changes tactics and finds a flicker of hope. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.   Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau Side Hustle School is part of ‘The Onward Project,’ a family of podcasts brought together by Gretchen Rubin—all about how to make your life better. Check out the other Onward Project podcasts—Happier with Gretchen Rubin, Happier in Hollywood, Do The Thing, and Everything Happens with Kate Bowler . If you liked this episode, please subscribe, leave a review, and tell your friends! Learn more about your ad choices. Visit megaphone.fm/adchoices
Today’s caller is starting to publish public domain titles as e-books, but she already makes money restoring furniture. How should she best use her limited free time?  Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.   Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau Learn more about your ad choices. Visit megaphone.fm/adchoices
An attorney who isn’t home a lot would like to earn passive income from renting out her spare bedroom. What does she need to know, and is there any way to make it easier? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.   Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau Learn more about your ad choices. Visit megaphone.fm/adchoices
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a New Jersey woman who sells monogrammed scarves. After working as a TV producer, she takes the leap to go all-in—but returns to a new workplace role after feeling isolated. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.   Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau Learn more about your ad choices. Visit megaphone.fm/adchoices
How are small businesses doing in the wake of COVID-19? It turns out that some are struggling (a lot), others are thriving, and many others are trying to adapt. This special 3-part series is brought to you by Dell Technologies. Learn more about your ad choices. Visit megaphone.fm/adchoices
Today’s listener received some free display equipment at a trade show. Can he resell it without worrying, or does this create an ethical dilemma? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.   Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau Learn more about your ad choices. Visit megaphone.fm/adchoices
In this creative response to COVID-19 limitations, a vintage photographer finds a way to adapt her services to “Facetime photo shoots.”  Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.   Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau Learn more about your ad choices. Visit megaphone.fm/adchoices
Sell someone something at a low entry price, then sell them something else at a higher price, then repeat. What could go wrong? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.   Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau Learn more about your ad choices. Visit megaphone.fm/adchoices
An English teacher becomes New York City’s #1 writing tutor, as judged by Yelp reviews. How does he thrive in this crowded market?  Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.   Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau Learn more about your ad choices. Visit megaphone.fm/adchoices
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Comments (64)

Richard Ottley

automagically 😅 love the play on words.. Happy memorial day sir

May 25th
Reply

Richard Ottley

that's terrible 😞☹️ how you get a bad review without an explanation

May 8th
Reply

Debra Dukes

Absolutely agree also can't wait Deb👍✌

May 6th
Reply

Nmorgan89

Just discovering this podcast. Wow, this has to be one of my favorite podcasts and I am only on episode #12! I really look forward to all the recorded episodes I'm going to dedicate my time to.

Apr 27th
Reply (1)

Richard Ottley

Yes shout out to Castbox this is the best podcast app, very simple to use and clutter free design 🙏🏾🙏🏾😎

Apr 1st
Reply

Kevin Stoddart

3 minutes of ads at the beginning is TOO MUCH!

Jan 24th
Reply (1)

Richard Ottley

Happy Thanksgiving Chris 🦃🦃😋😋

Nov 28th
Reply (4)

Jim Eiden

I answered a craigslist ad for this once. They never got back to me

Oct 14th
Reply (1)

Richard Ottley

I remembered seeing the CNBC millennials segment on YouTube... great job Andrew 👍

Aug 31st
Reply

Hadar Sharvit

4 minutes out of 11 are ads. are you joking?

Aug 28th
Reply (2)

Maddie Jones

Inspiring!

Jul 24th
Reply (1)

Maddie Jones

Just recently discovered this, binging and enjoying each episode, hopeful I will get inspired to do my own side hustle!

Jul 24th
Reply (2)

Andrew Ben Richard

I love this. been listening for months now but this is the very first episode that I can relate with. Am building my own digital agency and also a Nigerian

Jul 18th
Reply (1)

Nicole R

enjoy listening to. we live in a world that its possible to make money in many different ways. more reasons for me to be mean mugging the pan handler on the same corner for 2 years now cuz idk why begging for money is his only means! if I was homeless I'll surely be spending my time finding other ways to make money other than asking for it for free

Jun 20th
Reply

Richard Ottley

what type of books does Taylor resell and what's her Instagram account

Apr 24th
Reply

Derek Strohl

Just started listening to Podcasts and this is definitely in my top 3.

Mar 3rd
Reply (1)

Austin Peek

If you're looking for more Side Hustle stories... from what I hear, the Millionaire Interviews podcast... Heard the host is real cool too.

Jan 17th
Reply (1)

Nemata Kamara

new listener here, where can I find different types of side hustle or how the make the 500 hundred monthly

Dec 31st
Reply (1)

Tom Shott

Thanks for explaining this side hustle just like it is. Great job.

Sep 29th
Reply

Tom Shott

Every time I listen I get an idea! Always helpful and leaves me inspired.

Sep 25th
Reply
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