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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 S... more

PublishesDailyEpisodes3320Founded9 years ago
Number of ListenersCategories
EntrepreneurshipCareersBusiness

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Artwork for Side Hustle School

Latest Episodes

A local-only seller is debating shipping. We’ll cover when it’s worth it, the safest ways to get paid, and a simple two-week pilot that won’t put you at risk.

Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of p... more

In this week’s First $1,000 segment, dull beige cabinets became hot pastel storage after one coat of paint and the right Facebook group. In just nineteen days, that makeover hustle rolled past a thousand dollars in profit—no moving truck required.

... more

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: “never have a boss, never be a boss.”

S... more

Today’s caller has two levers—charge a bit more or work a bit more. We’ll test both in plain numbers, then show why nudging the price usually wins for a solo coach.

Side Hustle School features a new episode EVERY DAY, featuring detailed case studie... more

Key Facts

Accepts Guests
Contact Information
Podcast Host
Number of Listeners
Find out how many people listen to this podcast per episode and each month.

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People also subscribe to these shows.

The Side Hustle Show
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Entrepreneurs on FireJohn Lee Dumas of EOFire

Recent Guests

Erika Kosminski
A parent and former HR professional who transitioned to starting her own transcription service.
Episode: Ep. 3256 - Weekend Workshop: Building Teams Without Hiring Employees
Nev Lapwood
Entrepreneur and founder of Snowboard Addiction
Snowboard Addiction
Episode: Ep. 3249 - Weekend Workshop: From Ski Bum to Six-Figure Teacher
Sean Markham
A side hustler based in Chicago who works in marketing and copywriting.
Episode: Ep. 3246 - TBT: Recruiters Pay Me to Tear Apart Their Emails
Brett Kelly
Expert in digital documentation and creator of the Evernote Essentials guide
Episode: Ep. 3242 - Weekend Workshop: “Digital Documentation” Earns Passive Income
Unnamed Designer
A user experience designer focusing on workspace organization through a cable management invention.
Episode: Ep. 3236 - First $1,000: Turning Cable Chaos into Magnetic Profit
Michael Hanna
A transformed entrepreneur who transitioned from corporate sales to mattress retail.
The Mattress Lot
Episode: Ep. 3228 - Weekend Workshop: When Getting Fired Becomes Your Best Break
Natalie Matthews
E-commerce manager and founder of Height of Fashion
Height of Fashion
Episode: Ep. 3217 - STORY: Aussie Stretches Out with Online Store for Tall Women
Ahmad Iqbal
Entrepreneur from Toronto who founded Nadif Bidets
Nadif Bidets
Episode: Ep. 3210 - STORY: Canadian Bidets Modernize Bathroom Life
Fran Dunaway
CEO and co-founder of Tomboy X
Tomboy X
Episode: Ep. 3203 - STORY: Underwear Side Hustle Turns Into $500,000/Month Business

Host

Chris Guillebeau
Chris Guillebeau is an entrepreneur, author, and speaker known for his focus on promoting the idea of unconventional entrepreneurship. He is the author of multiple bestselling books and hosts this daily podcast aimed at aspiring side hustlers and those seeking to create new income opportunities.

Reviews

4.7 out of 5 stars from 4.4k ratings
  • Good content, annoying ads

    Great quick tips. But like 50% of the entire thing is ads. Super disappointing money grab :(

    Apple Podcasts
    2
    SquareLover
    United States6 months ago
  • Good stuff!

    Thank you, it’s the little things we don’t think of!

    Apple Podcasts
    5
    54321AK
    United States6 months ago
  • Too many ads

    It could be way better if they didn’t have that many ads on very short episodes.

    Apple Podcasts
    4
    Vdfhbddgvxrg
    Australiaa year ago
  • I love the format of this podcast. Short, bite-size episodes full of great information.

    Audible
    5
    Mimi Gray
    United Statesa year ago
  • Great information

    I love the format of this podcast. Short, bite-size episodes full of great information.

    Audible
    5
    Mimi Gray
    United Statesa year ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Listeners value the motivation and inspiration drawn from real-life side hustle stories.
Many appreciate the actionable insights and practical advice offered by the host.
Reviewers often highlight the show's ability to instill a sense of community among side hustlers, fostering connection among like-minded individuals.
There are consistent complaints regarding the high volume of advertisements throughout episodes, impacting listener experience.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Talking Points

Recent interactions between the hosts and their guests.

Ep. 3261 - Q&A: “Is my struggling side hustle worth saving?”
Q: How do you tell the difference between healthy persistence and stubborn denial?
Evaluate your primary motivation, may call it a hobby if creative satisfaction is your goal, or establish profit targets if income is the priority.
Ep. 3262 - Q&A: “Should I raise my coaching rates or add more clients?”
Q: Should I raise my coaching rates or add more clients?
The best approach is often to raise rates slightly as it can improve profit without increasing workload, thus maintaining sustainability.
Ep. 3258 - Q&A: “Can I profit from flipping open-box customer returns?”
Q: What due diligence should I do before purchasing a palette, so I don't end up with a garage of junk?
It's important to understand the product categories and sell-through rates, focus on sourcing from reputable sellers, and consider the financial margins before purchasing.
Ep. 3251 - Q&A: “Is my burnout a signal to pivot?”
Q: How do I tell the difference between normal exhaustion and a sign that it's time to change direction completely?
It's important to evaluate what's causing you distress about your orders and whether there's a remedy for it. If the workload feels inherently overwhelming rather than manageable, it may be a sign to pivot.
Ep. 3255 - Q&A: “When is uneven side-hustle income safe to rely on?”
Q: At what point, savings cushion, consistent average, signed wholesale contract, doesn't make sense to hand in my notice?
The host suggests assessing your expenses and ensuring the worst month of income can cover them, along with having 3-6 months of living costs saved.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

Listeners per Episode
Gender Skew
Location
Interests
Professions
Age Range
Household Income
Social Media Reach

Frequently Asked Questions About Side Hustle School

What is Side Hustle School about and what kind of topics does it cover?

Focusing on the journeys of everyday individuals who have successfully launched side hustles, this podcast offers stories that engage and inspire listeners seeking financial independence or creative outlets outside their principal jobs. Each episode highlights a different entrepreneur's experience, delving into their motivations, strategies, and the adversities faced as they cultivated their projects. Themes include innovative business strategies, financial planning, and work-life balance, making it a practical resource for those eager to explore entrepreneurship while managing full-time careers.

Listeners can expect a wealth of actionable insights, particularly regarding the creative use of skills and resources to start small, low-risk ve... more

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How many listeners does Side Hustle School get?

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What are the audience demographics for Side Hustle School?

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To see how many followers or subscribers Side Hustle School has on Spotify and other platforms such as Castbox and Podcast Addict, simply upgrade your account. You'll also find viewership figures for their YouTube channel if they have one.

Which podcasts are similar to Side Hustle School?

These podcasts share a similar audience with Side Hustle School:

1. The Side Hustle Show
2. The Smart Passive Income Online Business and Blogging Podcast
3. Niche Pursuits Podcast: Find Your Next "Niche" Business Idea!
4. BigDeal
5. Entrepreneurs on Fire

How many episodes of Side Hustle School are there?

Side Hustle School launched 9 years ago and published 3320 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

How do I contact Side Hustle School?

Our systems regularly scour the web to find email addresses and social media links for this podcast. We scanned the web and collated all of the contact information that we could find in our podcast database. But in the unlikely event that you can't find what you're looking for, our concierge service lets you request our research team to source better contacts for you.

Where can I see ratings and reviews for Side Hustle School?

Rephonic pulls ratings and reviews for Side Hustle School from multiple sources, including Spotify, Apple Podcasts, Castbox, and Podcast Addict.

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What guests have appeared on Side Hustle School?

Recent guests on Side Hustle School include:

1. Erika Kosminski
2. Nev Lapwood
3. Sean Markham
4. Brett Kelly
5. Unnamed Designer
6. Michael Hanna
7. Natalie Matthews
8. Ahmad Iqbal

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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