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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

7:32

Ep. 3196 - STORY: Google Employee Makes $100,000...

Side Hustle School ·

2025/10/01

In just one year, this Google product manager earned an extra $100,000 by providing marketing services on Fiverr.com. Learn his tips to hack the platform for yourself! 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

6:13

Ep. 3195 - Q&A: “Which passive-income model fits a...

Side Hustle School ·

2025/09/30

Want to escape the billable-hour treadmill? Today we map out three proven paths—courses, content, and compounding cashflows—that turn one-time effort into long-term income. 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

5:11

Ep. 3194 - First $1,000: Marketer Sells Simple Fixes...

Side Hustle School ·

2025/09/29

In this week’s First $1,000 segment, hear how a digital marketer gets paid for cleaning up Google listings for orthodontists—fixing visibility problems most offices didn’t even realize they had. 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

8:01

Ep. 3193 - Weekend Workshop: The Art of Electronics...

Side Hustle School ·

2025/09/28

This new segment is all about helping you learn the key steps to a new side hustle in 2025, one step or concept per week. It includes activities, examples, and more—and of course it’s all free. Today’s topic: buy low, sell high, repeat! 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

5:39

Ep. 3192 - Q&A: “How can a freelancer pay herself a...

Side Hustle School ·

2025/09/27

Feast-or-famine income doesn’t have to mean feast-or-famine life. Today we build a simple three-bucket system that turns lumpy freelance revenue into a steady, predictable paycheck. 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

4:23

Ep. 3191 - Q&A: “What KPIs should I track for my...

Side Hustle School ·

2025/09/26

Fifty customers, fifty metrics—too many for a two-person team. Today we boil micro-SaaS analytics down to the three numbers that actually move the needle. 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

4:47

Ep. 3190 - TBT: Helping Aspiring Film Professionals...

Side Hustle School ·

2025/09/25

In this week’s Throwback Thursday segment, learn how a London-based side hustler launched a service to help aspiring film crew members get their first jobs and union credentials—and how they’re now planning to expand to Los Angeles and Vancouver. 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

en

6:45

Ep. 3189 - STORY: College Grad Shares “More than Mac...

Side Hustle School ·

2025/09/24

When a college student learns to cook, she documents her recipes online, earning more than $1,000/month. 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: @193countries Visit

en

4:15

Ep. 3188 - Q&A: “Can you run a YouTube channel with...

Side Hustle School ·

2025/09/23

Can a faceless, AI-voiced show win viewers and ad dollars? Today we break down platform rules, audience psychology, and the tiny legal print you can’t ignore when the “host” is synthetic. 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

5:47

Ep. 3186 - Weekend Workshop: Design Disruption in...

Side Hustle School ·

2025/09/21

This new segment is all about helping you learn the key steps to a new side hustle in 2025, one step or concept per week. It includes activities, examples, and more—and of course it’s all free. Today’s topic: an astrology calendar for modern times. 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

en

5:05

Ep. 3185 - Q&A: “How can I sell an Amazon-only FBA...

Side Hustle School ·

2025/09/20

Trying to sell an Amazon-only FBA brand? In this episode we talk valuation, “channel risk,” and a 90-day tune-up that can add tens of thousands to the sale price of a business. 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

4:54

Ep. 3184 - Q&A: “How can a coast-to-coast road trip...

Side Hustle School ·

2025/09/19

A coast-to-coast road trip sounds expensive—unless you turn the highway into a revenue stream. Today we map out five travel-friendly hustles that can cover gas, motels, and maybe even a little profit. 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

5:02

Ep. 3183 - TBT: Creator Builds Instagram Mastermind Pod

Side Hustle School ·

2025/09/18

In this week’s Throwback Thursday segment, hear how a social media strategist launched a private mastermind pod to help creators boost their Instagram engagement—sharing likes, comments, and algorithm tips. 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

7:36

Ep. 3182 - STORY: Personal Trainer Pumps Up Breakfast

Side Hustle School ·

2025/09/17

A full-time personal trainer takes ‘breakfast of champions’ to the next level with pancakes that put the ‘pro’ in protein, earning $25,000/month. 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

5:42

Ep. 3181 - Q&A: “Should my first info product be $30...

Side Hustle School ·

2025/09/16

Should you launch your first info product at a budget price or aim for a premium market? Today we unpack perceived value, buyer psychology, and the hidden costs of “cheap” customers—so you can price with confidence. 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

en

5:29

Ep. 3180 - First $1,000: Foot Traffic Nerd Turns...

Side Hustle School ·

2025/09/15

In this week’s First $1,000 segment, hear how a data enthusiast built foot traffic reports for small landlords and local businesses, using public tools and smart packaging. 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

6:52

Ep. 3179 - Weekend Workshop: Building Systems That...

Side Hustle School ·

2025/09/14

This new segment is all about helping you learn the key steps to a new side hustle in 2025, one step or concept per week. It includes activities, examples, and more—and of course it’s all free. Today’s topic: the “guest post tracker” that earned recurring revenue. 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

en

5:24

Ep. 3178 - Q&A: “How do I stop every freelance...

Side Hustle School ·

2025/09/13

Do you begin every freelance project in panic-mode? In today’s episode we build a repeatable onboarding sequence that turns new clients into smooth projects—no assistant required. 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

4:11

Ep. 3177 - Q&A: “How can I make money by renting out...

Side Hustle School ·

2025/09/12

Can your living-room jungle become a revenue stream? In today’s episode, we explore the growing demand for short-term plant rentals and break down the numbers, logistics, and risks of turning leafy assets into cash. 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

5:40

Ep. 3176 - TBT: Helping High School Dropouts Start...

Side Hustle School ·

2025/09/11

In this week’s Throwback Thursday segment, learn how one side hustler partnered with trade schools to help high school dropouts gain life skills and secure paid apprenticeships in the plumbing trade. 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

1,395 results

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