Side Hustle School

By Chris Guillebeau / Onward Project

Business Careers

What's Side Hustle School about?

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.

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#1021 - When Fashion Flops,...

10.18.2019

A Los Angeles designer pivots from making clothes to selling vintage, semi-fine jewelry inspired by her love for the beach. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll ...

Side Hustle School episodes:

10.18.2019 #1021 - When Fashion Flops, This Designer Follows a Shiny Object A Los Angeles designer pivots from making clothes to selling vintage, semi-fine jewelry inspired by her love for the beach. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll ...
10.17.2019 #1020 - Two Women Create Swimwear Brand for D-Cups and Up After getting fed up with poorly-fitting swimwear, two friends realize that women with larger bust sizes are just an afterthought when swim brands design suits—so they set out to create an alternative. Side Hustle School features a new story EVERY ...
10.16.2019 #1019 - Kids’ Books Prove To Be More Than Child’s Play Learn more about your ad choices. Visit megaphone.fm/adchoices
10.15.2019 #1018 - Mystery Trip: The Best Adventure You Know Nothing About A childhood summer camp experience leads to a brand-new career and a mystery trip out of corporate life. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how ...
10.14.2019 #1017 - Newlyweds Operate Campground Booking Biz From RV When a young couple embarks on a journey by RV across the United States, they spot an opportunity in campgrounds that don’t have a convenient way to reserve spots. Side Hustle School features a new story EVERY DAY of someone ...
10.13.2019 #1016 - WEEKLY RECAP: Creating Rituals for Daily Discipline In our forty-first recap of Season III, we'll highlight the lessons learned in this week. Also: an audio update from a previous case study! Side Hustle School features a new story EVERY DAY of someone who started a hustle without ...
10.12.2019 #1015 - Father and Son Duo Produce Traveling Play A father and son team up to create a traveling play that helps families heal relationships damaged by separation due to incarceration. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their ...
10.11.2019 #1014 - Clean Eating App Leads to Relatable Results Two Aussie friends create a profitable app to encourage flexible clean eating. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they ...
10.10.2019 #1013 - Loan Officer Increases Income With Signature Move When a struggling loan officer meets a signing agent at his workplace, he discovers a simple side hustle that’s signed, sealed and delivered. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting ...
10.09.2019 #1012 - Mexican Swine Flu Leads to Virtual Language Lab Faced with a dramatic loss in income when language students stop coming to Mexico, this creative engineer reinvents the model and builds a $1.5 million side hustle. Side Hustle School features a new story EVERY DAY of someone who started ...
10.08.2019 #1011 - New Zealand Shoe Hustle Sizes Up Profits A New Zealander brings high quality and fashionable shoes to women who wear larger sizes. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the ...
10.07.2019 #1010 - Popular Instagram Account Becomes Fashionable Clothing Brand After acquiring the @portland Instagram handle, a recent college graduate grows it to hundreds of thousands of followers and branches out into his own fashion brand. Side Hustle School features a new story EVERY DAY of someone who started a ...
10.06.2019 #1009 - WEEKLY RECAP: Risk-Free Side Hustles In our fortieth recap of Season III, we'll highlight the lessons learned in this week. Also: an audio update from a previous case study! Side Hustle School features a new story EVERY DAY of someone who started a hustle without ...
10.05.2019 #1008 - College Student Pays Off Loans With “Fitnancial” Blog A college sophomore grows her finance and fitness blog into a business that brings in $80,000 a year. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how ...
10.04.2019 #1007 - Maine Couple Bootstraps Boutique Fitness Studio Turning their back on traditional financing, this frugal couple bootstraps their own fitness studio and turns it into a new career for both of them. Side Hustle School features a new story EVERY DAY of someone who started a hustle ...
10.03.2019 #1006 - Layoff Leads Journalist to Build Kindle eBook Empire Cracking the code of Kindle self-publishing, this former journalist earns up to $7,000 month publishing niche eBooks. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they ...
10.02.2019 #1005 - High School Teacher Starts Baseball Pitching Academy An Ohio high-school teacher pitches a perfect game with his six-figure side business. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how ...
10.01.2019 #1004 - The Hero’s Journal Helps You Make Progress Toward Your Goals A goal-oriented journal inspired by Joseph Campbell’s classic model of quests. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame ...
09.30.2019 #1003 - “Fun Guy” Becomes Spore-Adic Mushroom Farmer A North Carolina carpenter forages a new income source with mushroom extracts. There’s gold in them ‘shrooms! Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they ...
09.29.2019 #1,002 - WEEKLY RECAP: Episode 1,000 And Beyond! In our thirty-ninth recap of Season III, we'll highlight the lessons learned in this week. Also: an audio update from a previous case study! Side Hustle School features a new story EVERY DAY of someone who started a hustle without ...
09.28.2019 #1,001 - RV Nomads Help Fellow Travelers Get Online When a couple turns its back on the big city in favor of a nomadic lifestyle, they stumble across an intriguing business idea. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting ...
09.27.2019 #1,000 - Short Order Cook Turns Pancake Art Into Six-Figure Business When a St. Louis diner cook learns he has a knack for getting customers to smile, he teams up with a friend to make appearances at events. Since then, they’ve traveled the world and built a multiple six-figure business. This ...
09.26.2019 #999 - Wildlife Biologist Shoots, Scores With Pond Hockey Gloves While this enterprising Alaskan was working on his outdoor blanket hustle, he came across a different opportunity he couldn’t pass up: being the ONLY brand that specializes in pond hockey. Side Hustle School features a new story EVERY DAY of ...
09.25.2019 #998 - Instagram Scheduling App Becomes Wildly Popular A New Zealand advertising executive and artist unlocks the magic formula of Instagram, creating an app that now serves hundreds of thousands of users. Side Hustle School features a new story EVERY DAY of someone who started a hustle without ...
09.24.2019 #997 - Store Manager Makes Micro Gainz For Macro Profits When a grocery store manager hits a weightlifting plateau, he creates and sells micro weight plates through hard work and heavy lifting. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their ...
09.23.2019 #996 - Perfect SAT Score Leads to $20 Million Tutoring Biz After painstakingly learning to earn a perfect score on the SAT, this teenager shares his wisdom with other students. It goes on to become an eight-figure side hustle while he’s still in college! Side Hustle School features a new story ...
09.22.2019 #995 - WEEKLY RECAP: Stages of Hustle-to-Business Growth In our thirty-eighth recap of Season III, we'll highlight the lessons learned in this week. Also: an audio update from a previous case study! Side Hustle School features a new story EVERY DAY of someone who started a hustle without ...
09.21.2019 #994 - Two Friends Use Welding Skills To Keep Beer Flowing Two Montana coworkers use their skills in welding to start a side hustle making sure brewery equipment is up to codes. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. ...
09.20.2019 #993 - Loan Officer Charts New Course With Nautically Inspired Jewelry A mortgage loan officer combines her nautical roots with a love of design to create geographically personalized jewelry. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how ...
09.19.2019 #992 - Active “Type 1” Lifestyle Inspires Sticky, Successful Side Hustle Wanting to help a family member diagnosed with Type 1 Diabetes, this serial side hustler invents a sticky solution to a pressing problem. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting ...
09.18.2019 #991 - Data Scientist Turns Teaching Frustrations Into Recurring Income An analytics manager and adjunct college teacher creates a time-saving platform to help non-technical students learn coding. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they ...
09.17.2019 #990: Atlanta Lawyer Walks Into Food Tour Biz An Atlanta lawyer creates a thriving and unexpected walking tour business that grows to multiple six-figures in annual income. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn ...
09.16.2019 #989: “SwitchPod” Camera Tool Raises $415,748 on Kickstarter When two friends spot an opportunity to create a practical camera accessory, the crowdfunding campaign exceeds their wildest expectations. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn ...
09.15.2019 #988 - WEEKLY RECAP: How to Design a Profitable Online Course In our thirty-seventh recap of Season III, we'll highlight the lessons learned in this week. Also: an audio update from a previous case study! Side Hustle School features a new story EVERY DAY of someone who started a hustle without ...
09.14.2019 #987: Foreign Correspondent Launches Career App A globetrotting journalist builds financial independence through a career-coaching app aimed at promoting gender equality. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the ...
09.13.2019 #986: Coffee for Firefighters Brings the Heat! Three childhood friends brew up a quirky, perky performance beverage for firefighters in search of a 48-hour jolt. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how ...
09.12.2019 #985 - Graphic Designer Runs Intervals in Wellness Industry After experimenting with many options, a designer learns that she works best with clients in the fitness and wellness fields. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll ...
09.11.2019 #984: Prank Potato Parcels Produce Promising Profits A corporate employee draws inspiration from Reddit to create a spudtactular viral success. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how ...
09.10.2019 #983: Sisters Find Puppy Love After Launching Dating App After a dog lovers’ boyfriend rejects her canine companion, she partners with her sister to build a dog-friendly dating app that’s pawsitively pawfect. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting ...
09.09.2019 #982 - Dance Teacher Launches Toe Tapping Online Course When a tap dance teacher overcomes self-doubt and launches an online course, he proves to himself that he’s not tapped out. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. ...
09.08.2019 #981 - WEEKLY RECAP: Planning Ahead for a Big Q4 In our thirty-sixth recap of Season III, we'll highlight the lessons learned in this week. Also: an audio update from a previous case study! Side Hustle School features a new story EVERY DAY of someone who started a hustle without ...
09.07.2019 #980: Surfboard Shaper Boards New Wave When longboard surfboards went out of style in the 1970s, thousands of them were selling at just $10 apiece. This aspiring ‘shaper’ knew it was a wave he had to catch a ride on. Side Hustle School features a new ...
09.06.2019 #979 - Aussie Student Starts Million-Dollar Bikini Biz979 - Aussie Student Starts Million-Dollar Bikini Biz When an Australian student is in need of spending money, she starts a bikini side hustle that grows well beyond “itsy bitsy.” Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their ...
09.05.2019 #978 - Illustrated Greeting Cards Provide Personal Touch A Houston pharmaceutical sales representative delights gift recipients with illustrated greeting cards that tell the tales of their lives. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn ...
09.04.2019 #977 - 3D Printing Brings Cosplay Into 21st Century With a 3D printer and sense of imagination, a California natural gas industry worker takes superhero DIY cosplay to a whole new level. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting ...
09.03.2019 #976 - Mochi-Making Empire Produces Profits and Delight Drawing on her Japanese heritage, a Bay Area teacher offers mochi classes using Airbnb Experiences. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the ...
09.02.2019 #975 - Three Friends Step Up And Pull In Restroom Revenue When three co-workers notice their colleagues using paper towels to open restroom doors, they invent a simple solution that’s a step above the rest. Side Hustle School features a new story EVERY DAY of someone who started a hustle without ...
09.01.2019 #974 - WEEKLY RECAP: #HappierLaborDay In our thirty-fifth recap of Season III, we'll highlight the lessons learned in this week. Also: an audio update from a previous case study! Side Hustle School features a new story EVERY DAY of someone who started a hustle without ...
08.31.2019 #973 - Raver Turns LED-Powered Gloves Into Bright Future When a raver-turned-salesperson falls in love with an underground artform, he turns it into a successful side business. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how ...
08.30.2019 #972 - College Student Bakes 1,500 Cheesecakes to Pay Tuition This “College Confectionista” pays for college by baking and selling cheesecakes—as many as 324 in a single week. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how ...

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