Side Hustle School

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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…

Chris Guillebeau / Onward Project / Panoply


    • Nov 30, 2021 LATEST EPISODE
    • daily NEW EPISODES
    • 9m AVG DURATION
    • 1,848 EPISODES

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    Latest episodes from Side Hustle School

    #1795 - Unofficial Schitt's Creek Cookbook Folds in the Cheese

    Play Episode Listen Later Nov 30, 2021 7:37

    Two sisters fold it all in with a self-publishing venture that tastes like success.   Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1794 - Q&A: “I'd like to write a paid financial newsletter for women…”

    Play Episode Listen Later Nov 29, 2021 5:58

    Paid newsletters have really taken off, with some earning multiple six-figures for their writers. This listener has an astute observation and an idea. How can we help her “get the bag”?  Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1793 - Accountant Trades Active Clients for Passive Course Sales

    Play Episode Listen Later Nov 28, 2021 6:44


    An American accountant living in South Africa creates a financial wellbeing course for small business owners. The passive income she earns from the course allows her to drop many of her clients.  Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.


    #1792 - Q&A: How can I sell different kinds of content in a bundle?

    Play Episode Listen Later Nov 27, 2021 5:00

    Today's caller is making a podcast, video series, and maybe something else. All of it will be for sale, and they aren't sure how to package it. Should it be a single “bundle” or sold separately?   Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1791 - Failure Friday: Test Prep Tutor Gets Rejected by 100 Publishers

    Play Episode Listen Later Nov 26, 2021 8:00

    In this week's Failure Friday segment, we hear from the founder of a standardized test prep service. Before he started his business, he earned a perfect score on the SAT—and then pitched a book that was rejected by more than 100 literary agents and publishers. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1790 - TBT: “Recovering Attorney” Operates 7-Figure Podcast Service

    Play Episode Listen Later Nov 25, 2021 9:43

    Happy Thanksgiving! In this week's “Throwback Thursday / Where are they now?” segment, we hear from a former attorney and White House aide who starts a service helping businesses with podcasts. It's grown into a 7-figure operation!  Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1789 - Q&A: How to market consulting for health professionals?

    Play Episode Listen Later Nov 24, 2021 6:34

    This Canadian listener is launching a learning platform for pediatric anesthesia. How can she reach her intended audience—and how can she serve professionals in this market from less-developed countries?  Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1788 - Rustic Tiki Bars Turn Into Pallet-able Career

    Play Episode Listen Later Nov 23, 2021 7:20

    Instead of heading to the elementary school classroom, this new teaching grad earns a good living making custom tiki bars for homeowners. Why not!   Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1787 - Q&A: How do people discover a new podcast?

    Play Episode Listen Later Nov 22, 2021 6:18

    Podcasts have a “discoverability problem”: they don't rank in search terms or get links from other sites. If you have a new show, what can you do to make sure people will find it?   Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1786 - Australian Shapes Crafty Shop During Lockdown

    Play Episode Listen Later Nov 21, 2021 8:56


    After discovering the life changing magic of polymer clay, an Aussie uses her time in lockdown to create a one-stop shop for the maker community.  Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.


    #1785 - Q&A: How to market “lockdown art” project?

    Play Episode Listen Later Nov 20, 2021 6:31

    A caller from New York City becomes well known for posting drawings and paintings to an Instagram account during pandemic lockdowns. Now he's wondering: how can he monetize the attention he's received?   Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1784 - Failure Friday: “Weeks after launch, the website was totally dead…”

    Play Episode Listen Later Nov 19, 2021 6:45

    In this week's Failure Friday segment, we hear from Rupert Hunt, the founder of SpareRoom.com. It's now the world's largest roommate finder service—but in the early days, the team struggled to commit to it.   Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1783 - TBT: Pyrographic Drumsticks Blaze Profitable Path

    Play Episode Listen Later Nov 18, 2021 8:25

    In this week's “Throwback Thursday / Where are they now?” segment, we hear from Ella Cordial-Brockelsby, the owner of Cordial Greetings. She uses pyrography (!) to make and sell woodburned home decor, art, and drumsticks. This episode is on fire...   Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1782 - Q&A: “I stopped writing on my blog. Should I delete it or just leave it up?”

    Play Episode Listen Later Nov 17, 2021 6:41

    Today's caller started a blog with enthusiasm but then it fell into decline. What happens now?  Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1781 - Fishing Charter Marketplace Hooks Clients and Guides

    Play Episode Listen Later Nov 16, 2021 8:32

    Two friends team up to build “Airbnb for fishing,” a marketplace of fishing trips that connects guides and clients worldwide.   Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1780 - Q&A: How much do app designers make?

    Play Episode Listen Later Nov 15, 2021 6:10

    Today's caller wants to understand the business of app-making. What's the average app designer income? What about the outliers? Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1779 - Plant-Based Lebanese Food Goes Online

    Play Episode Listen Later Nov 14, 2021 8:57


    As her health improved, this Aussie of Lebanese heritage started converting meat-based recipes to vegan equivalents. She's now sharing her recipes with the world.   Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.


    #1778 - Q&A: Can I import rain barrels from the Netherlands?

    Play Episode Listen Later Nov 13, 2021 5:14

    A listener loves rain barrels (this is a thing) and she's found the perfect one in the Netherlands—but she lives in the U.S. Might she be able to partner with the company to become their national distributor?    Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1777 - Failure Friday: “No one wanted a bat house during the pandemic…”

    Play Episode Listen Later Nov 12, 2021 7:53

    In this week's Failure Friday segment, we hear from the maker of “Big Bat Houses.” When demand for his product plummeted at the start of the pandemic, he was forced to regroup.   Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1776 - TBT: Tap Dance Teacher Offers Worldwide Lessons

    Play Episode Listen Later Nov 11, 2021 7:46

    In this week's “Throwback Thursday / Where are they now?” segment, we hear from Bill Simpson, chief tap dancer of HowtoTapDance.com. From his homebase of Melbourne, Australia, he teaches the art of the tap to students all over the world.  Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1775 - Q&A: Best platform to host an online course?

    Play Episode Listen Later Nov 10, 2021 6:03

    These days, there are many options to host your online course: Thinkific, Teachable, Kajabi, and others. Is there a clear winner?  Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1774 - Consignment Sale Secrets: Ask to Sell Your Grandma's Stuff

    Play Episode Listen Later Nov 9, 2021 7:52

    In need of extra money, an enterprising grad student starts selling his unused items online. He then branches out into consignment sales, with a twist: most of his inventory comes from friends and family.   Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1773 - Q&A: I launched my site and nothing happened!

    Play Episode Listen Later Nov 8, 2021 6:13

    Today's listener made a website with something for sale, opened the cart for business, and no one bought anything. Womp, womp … what should he do next?   Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1772 - Toronto Songwriting School Harmonizes During Pandemic

    Play Episode Listen Later Nov 7, 2021 7:38


    Two long-time friends work in harmony to maintain their songwriting school in the midst of pandemic disruptions.    Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.


    #1771 - Q&A: Idea for a “road trip kit” that sells at gift shops

    Play Episode Listen Later Nov 6, 2021 6:10

    A listener has a cool idea: they want to sell a road trip kit. How can they put it together, and who is their ideal customer?  Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1770 - Failure Friday: “We hired a designer who said she could do everything…”

    Play Episode Listen Later Nov 5, 2021 9:09

    In this week's Failure Friday segment, we hear from the co-founder of TuckTats, which sells temporary tattoos to cover surgical scars. When they were just getting started, they found a designer who was a one-stop shop—or so they thought.   Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1769 - TBT: Southern Expat Redesigns Mississippi State Flag

    Play Episode Listen Later Nov 4, 2021 8:57

    In this week's “Throwback Thursday / Where are they now?” segment, we hear from Micah Whitson, founder of a business that sells letterpress wall art for homes. Last year, he had the chance to redesign part of the Mississippi state flag!  Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1768 - Q&A: Videographer hopes to provide remote filming services

    Play Episode Listen Later Nov 3, 2021 7:07

    This videographer hopes to go fully virtual with his filming services. LinkedIn and other companies have done this recently—what does our listener need to know?   Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1767 - Solitaire Game App Earns $10,000/Month

    Play Episode Listen Later Nov 2, 2021 7:45

    After a failed startup attempt, a developer revisits an old solitaire game he made as a side project. It now brings in a large amount of passive income every month. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1766 - Q&A: Which business models are evergreen?

    Play Episode Listen Later Nov 1, 2021 6:39

    Opportunities come and go, but some business models stay around forever. Aside from reselling—which we cover from time to time—what are they?   Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1765 - Nighttime Marathoner Has Bright Idea

    Play Episode Listen Later Oct 31, 2021 9:41


    Tired of wearing bulky safety gear while running at night, this competitive runner invents a better solution.  Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.


    #1764 - Q&A Halloween Special: How to market spooky savory pastries?

    Play Episode Listen Later Oct 30, 2021 6:05

    Happy Halloween! In the spirit of the holiday, we have a listener in Canada who's making a spooky treat for sale. What's the best way she can reach a market of buyers?  Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1763 - Failure Friday: “We failed to account for the ingredients to success…”

    Play Episode Listen Later Oct 29, 2021 7:21

    In this week's Failure Friday segment, we hear from the co-founder of a business offering handmade goods from Nashville. The company's early success leads him to believe he can replicate the model elsewhere. Spoiler: it doesn't work!   Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1762 - TBT: Kindle Books Produce Passive Income for Aussie Novelist

    Play Episode Listen Later Oct 28, 2021 8:05

    In this week's “Throwback Thursday / Where are they now?” segment, we hear from Kyla Gardner in Melbourne, Australia. She's created passive income from a series of self-published nonfiction books—and now she's jumping into fiction.  Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1761 - Q&A: Should I use an emergency savings fund for my side hustle?

    Play Episode Listen Later Oct 27, 2021 7:05

    The headline says it all: should you use an emergency savings fund for a side hustle? Get ready for a personal finance cage fight! Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1760 - Scented Santa Letters Become Sold-Out Seasonal Business

    Play Episode Listen Later Oct 26, 2021 8:36

    A listener writes herself into a personalized letter business that earns $17,000 in three weeks.   Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1759 - Q&A: How to use Instagram to market my voiceover services?

    Play Episode Listen Later Oct 25, 2021 7:49

    A listener wonders about using Instagram to market to companies that cast voiceover artists—and a real voiceover pro responds!   Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    # 1758 - Vacation Frustration Inspires Seven-Figure Cleaning Product

    Play Episode Listen Later Oct 24, 2021 9:14


    This former pharma sales rep's invention is an Amazon bestseller, cleaning pets and showers of happy customers and bringing in more than $2 million in sales last year.  Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.


    # 1757 - Q&A: Buying “virtual loot bags” for resale

    Play Episode Listen Later Oct 23, 2021 6:34

    You can now buy—and resell—“virtual loot bags” that consist of digital in-game items … for a game that doesn't exist. Did you catch all that? Listen to this episode to learn more.  Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1756 - Failure Friday: Live Theater Rebrand Meets Global Pandemic

    Play Episode Listen Later Oct 22, 2021 7:13

    In this week's Failure Friday segment, we hear from Matthew Bivens, the founder of a business that helps live theaters include captioning for people who are deaf or hard-of-hearing. An ambitious plan to rebrand for 2020 ran head-on into nationwide theatre closures, leaving the team out of work … at least for now.    Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1755 - TBT: Fighter Jet Jewelry from New Zealand

    Play Episode Listen Later Oct 21, 2021 9:14

    jewelry was worn by Prime Minister Jacinda Ardern as part of her encouragement to the nation.  Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1754 - Q&A: What's the 80/20 rule of side hustling?

    Play Episode Listen Later Oct 20, 2021 6:09

    Today's listener is wondering about applying the Pareto principle to the world of side hustles. What can we learn—and what should we do differently as a result of this knowledge?  Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1753 - Oil Field Mechanic Becomes Handyman to Realtors

    Play Episode Listen Later Oct 19, 2021 9:10

    After learning that his wife was expecting twins, this oil mechanic (and Side Hustle School listener!) starts a business serving realtors with handyman projects.    Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1752 - Q&A: What's the business model for empathetic listening skills?

    Play Episode Listen Later Oct 18, 2021 7:02

    A listener hopes to adapt his sensitivity and skill for language usage into a profitable, fair business model. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1751 - Nomadic Couple Starts Vintage Camper Rental Biz

    Play Episode Listen Later Oct 17, 2021 8:24


    This couple combines their love for travel and vintage campers into a unique rental experience.  Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.


    #1750 - Q&A: How to create a "hype coin"?

    Play Episode Listen Later Oct 16, 2021 6:57

    After a NYT reporter created something called “Idiot Coin,” today's caller wants to get in on the hype coin craze while it lasts. Also: is it true that we're making a Side Hustle School digital currency? Buckle up!  Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1749 - Failure Friday: “I was exhausted and doing the bare minimum for my business…”

    Play Episode Listen Later Oct 15, 2021 7:44

    In this week's Failure Friday segment, we hear from Julia Taylor, the owner and designer of an adventure-themed brand of totes and mugs. When she and her husband combine business with travel, they get an unexpected surprise.   Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1748 - TBT: “MomBox” Expands to Popular Subscription Box Service

    Play Episode Listen Later Oct 14, 2021 7:58

    In this week's “Throwback Thursday / Where are they now?” segment, we hear from Kate Westervelt, the founder of MomBox. She's gone from frustrated new mom to CEO of a growing startup!  Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1747 - Q&A: What's the best way to keep track of side hustle ideas?

    Play Episode Listen Later Oct 13, 2021 6:00

    Today's listener is wondering about a good way to record and track ideas. Naturally, he's thinking of side hustle ideas—but it really could apply to *any* ideas. I'll give you three good options in my answer.  Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1746 - Tailgate Lover Creates Product Review Business

    Play Episode Listen Later Oct 12, 2021 8:12

    When this insurance manager has an idea in the middle of the night, he balls in love with the intersection of entrepreneurship and sports.    Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

    #1745 - Q&A: Going back-to-office puts a crimp in side hustle life

    Play Episode Listen Later Oct 11, 2021 7:33

    Today's listener has been operating his side hustle in secret while working remotely—and now he has to return to the office. What happens next??  Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes.

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