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PODCAST

Side Hustle School

Chris Guillebeau / Onward Project

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. Sales and Distribution by Lemonada Media

business entrepreneurship

All Episodes

8:11

#2907 - First $1,000: Managing Airbnb Properties in...

Side Hustle School ·

2024/12/16

In this week’s “First $1K” segment, we hear from a Dutch side hustler who turned her organizational skills into a profitable business by managing Airbnb properties for homeowners. 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. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show:

en

8:00

#2904 - Failure Friday: Mobile Massage Service Gets...

Side Hustle School ·

2024/12/13

In this week’s “Failure Friday” segment, we hear from the owner of a mobile massage service who set up shop in front of a busy mall, only to get shut down by mall management. Oops!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. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show:

en

6:42

#2903 - TBT: Santa's Secretary Sees Seasonal Surge

Side Hustle School ·

2024/12/12

In this week’s “Throwback Thursday” segment, we hear from the “Letters from Santa" operator whose side hustle has experienced significant growth in the past two years. She now earns more than $25,000 each holiday period.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. Show notes: SideHustleSchool.com Email:

en

6:56

#2902 - Q&A: “How can I start a digital side hustle...

Side Hustle School ·

2024/12/11

In today’s episode, we help a listener who’s brand new to the digital space figure out where to start with their side hustle. We’ll cover the first steps for getting online, building an audience, and setting yourself up for long-term success.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. Show notes:

en

5:53

#2901 - Q&A: “Should you start a new hustle or scale...

Side Hustle School ·

2024/12/10

Today’s episode tackles a question from a listener wondering whether to start a new side hustle or focus on scaling their current one. We explore both approaches and provide tips to help you choose the best path forward. 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. Show notes: SideHustleSchool.com Email:

en

8:51

#2900 - First $1,000: Handyman Cashes In On Home...

Side Hustle School ·

2024/12/09

In this week’s First $1,000 segment, we hear from a DIY enthusiast who turned his knack for TV wall mounting into a profitable side hustle—without actually mounting any TVs himself. 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. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show:

en

7:47

#2899 - Q&A: “Can you profit on OnlyFans with...

Side Hustle School ·

2024/12/08

In today’s episode, we explore the opportunities for non-adult content on OnlyFans. From fitness coaching to creative arts, discover how you can build a loyal audience—while remaining fully clothed!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. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on

en

7:54

#2898 - Q&A: “What are the hardest side hustles to...

Side Hustle School ·

2024/12/07

In today’s episode, we discuss the hardest side hustles to start and manage. From fashion businesses dealing with inventory headaches to restaurants with high overhead costs, learn which side hustles come with the most challenges. 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. Show notes: SideHustleSchool.com Email:

en

9:22

#2897 - Failure Friday: "Good Political News" Channel...

Side Hustle School ·

2024/12/06

In this week’s “Failure Friday” segment, we hear from a content creator who launches a YouTube and TikTok channel focused on sharing uplifting political stories, inspired by popular "good news" channels. Unfortunately, finding enough positive political stories proves harder than expected!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

en

8:08

#2896 - TBT: Home Gym Affiliate Earns $80,000

Side Hustle School ·

2024/12/05

In this week’s “Throwback Thursday” segment, we hear from a side hustler whose passion for fitness transformed into a successful affiliate marketing blog.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. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show:

en

6:06

#2895 - Q&A: “Should I record my videos in portrait...

Side Hustle School ·

2024/12/04

Today’s episode tackles a question about recording videos for multiple platforms. Should you shoot in portrait or landscape mode? And is there a way to record once and use the content everywhere? We’ve got answers and tips to streamline your video production.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. Show

en

6:49

#2894 - Q&A: “Can I do Substack, TikTok, podcast, and...

Side Hustle School ·

2024/12/03

In today’s episode, we help a creator who’s building a solo travel platform decide whether to focus on one content platform or expand to multiple channels like Substack, TikTok, and podcasts. 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. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the

en

8:53

#2893 - First $1,000: Building a Business One...

Side Hustle School ·

2024/12/02

In this week’s First $1,000 segment, we hear from the owner of a California signature-gathering business, which collects signatures for ballot initiatives. He earns more than $1 on every signature—and this money adds up! 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. Show notes: SideHustleSchool.com Email:

en

7:19

#2891 - Q&A: “How to conduct competitor analysis for...

Side Hustle School ·

2024/11/30

In today’s episode, we dive into free and effective ways to analyze your competition. Learn to use simple Google searches, free tools, and social media insights to keep your side hustle ahead of the game.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. Show notes: SideHustleSchool.com Email:

en

8:57

#2890 - Failure Friday: Sugar-Coated Advice Crumbles...

Side Hustle School ·

2024/11/29

In this week’s Failure Friday segment, we hear from a passionate baker whose custom cake business quickly rises, only to fall flat due to misguided pricing strategies and well-meaning but bad advice from loved ones.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. Show notes: SideHustleSchool.com Email:

en

8:57

#2889 - TBT: From House Flipper to Rental Property Guru

Side Hustle School ·

2024/11/28

In this week’s “Throwback Thursday” segment, we revisit a side hustler whose real estate investing experience evolved into helping families purchase their first rental properties in distressed cities.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. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be

en

6:56

#2888 - Q&A: “How to create a simple customer loyalty...

Side Hustle School ·

2024/11/27

On today’s episode, we’re talking about how to create a simple, low-maintenance customer loyalty program for your side business. Did someone say punch card?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. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show:

en

6:44

#2887 - Q&A: “Is it easier or harder to start an...

Side Hustle School ·

2024/11/26

In today’s episode, we explore whether it’s easier or harder to start an online business today compared to seven years ago. Find out how the landscape has changed and what it takes to stand out in a 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. Show notes: SideHustleSchool.com Email:

en

7:51

#2886 - First $1,000: Licensing Digital Art to Cruise...

Side Hustle School ·

2024/11/25

In this week’s “First $1K” segment, we hear from a digital artist who licensed their artwork to cruise lines for use on TVs and digital displays. Discover how this unique niche led to earning the artist her first $1,000. 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. Show notes: SideHustleSchool.com Email:

en

6:56

#2885 - Q&A: “How to increase the perceived value of...

Side Hustle School ·

2024/11/24

In today’s episode, we discuss how to package and present digital products in a way that increases their perceived value. 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. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Instagram:

en

1,408 results

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