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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

PublishesDailyEpisodes3441Founded9 years ago
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EntrepreneurshipBusinessCareers

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Artwork for Side Hustle School

Latest Episodes

In this week’s “Throwback Thursday” segment, we hear from Texas’s leading provider of marimba rentals.

Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. T... more

After a friend had a negative experience working for a company that didn’t pay up, our caller wants to make sure this doesn’t happen to him. What can he do to be proactive about invoicing and collecting payment?

Side Hustle School features a new ep... more

Today’s listener is trying to forecast profits for her subscription service, and wants to know what seems like a reasonable expectation.

Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra m... more

In this week's First $1,000 segment, a talented artist capitalizes on their love for anime by offering personalized art commissions. Learn how they navigated pricing strategies, portfolio creation, and keeping up with clients.

Side Hustle School fe... more

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The Side Hustle Show
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Side Hustle Pro
Side Hustle ProNicaila Matthews Okome | Side Hustle Pro Media

Recent Guests

Sean Patel
Founder of Prep Expert, SAT and ACT Preparation
Prep Expert
Episode: Ep. 3380 - Failure Friday: “Perfect SAT Score” Tutor Gets Rejected by 100 Publishers
Cameron Vilsack
Alberta firefighter and chainsaw woodcarver
Hell Attack wildfire fighting team
Episode: Ep. 3375 - STORY: Firefighter Uses Chainsaw for Jumbo-Sized Woodworking
Allie King
Founder and owner of Groundswell Greetings (Groundswell Greetings)
Groundswell Greetings
Episode: Ep. 3373 - STORY: Savvy Stationery Site Offers Cards for Divorce & Diwali
Matt Meyer
Co-founder and co-owner of The Bear and the Rat Cool Treats for Dogs
The Bear and the Rat
Episode: Ep. 3372 - TBT: Frozen Yogurt Dog Treats Are No Barking Matter
Ellen LaGuaten
Air Force veteran and founder of the OCD Candy Company
OCD Candy Company
Episode: Ep. 3368 - STORY: Veteran Turns Sweet Compulsion Into Obsessive Candy Hustle
Joel Runyon
Founder of Impossible, blogger and lifestyle performance entrepreneur
Impossible
Episode: Ep. 3366 - Failure Friday: “A $300 mistake cost me $100,000”
Danielle Fang
Avid citizenship teacher and YouTube educator
Essa Group / Essigroup
Episode: Ep. 3365 - TBT: YouTube Tutorials Help Immigrants Gain Citizenship
Kell Grant-Smith
Listener from Sydney, Australia with a YouTube channel and a self-published children's ebook
Self-published author; YouTube channel for foodie phonics lessons
Episode: Ep. 3364 - Q&A: “Can I use other people's recipes in my children’s ebook?”
Maria Lauren
Chicago-based maker of rosary beads and faith-based jewelry
Willow and Bee
Episode: Ep. 3358 - TBT: Rosary Beads Count Off Extra Income

Host

Chris Guillebeau
Host of a daily show focused on stories of individuals who have successfully started side hustles, providing insights, challenges, and practical advice.

Reviews

4.7 out of 5 stars from 4.4k ratings
  • I understand you need to monetize the podcast, and I respect that.

    But lately the balance feels way off — it honestly sounds like 70% ads and only 30% real content. The constant and lengthy ad segments are overwhelming and make it hard to stay engaged.

    I’m saying this as someone who genuinely enjoys the show. But if this doesn’t change and the ad load stays this heavy, I’ll probably stop listening.

    Podcast Addict
    1
    nathan
    2 months ago
  • 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 States10 months ago
  • Good stuff!

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

    Apple Podcasts
    5
    54321AK
    United States10 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

Listeners Say

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

Overall, the show is praised for providing unique insights into the entrepreneurial journey and inspiring others to pursue their own side hustles.
Some listeners express frustration with an overabundance of advertisements, which detracts from the content.
Many appreciate the motivational stories shared and the concise format of the episodes.

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. 3374 - Q&A: “Should I offer a pay-what-you-will price?”
Q: Should you do that? Like as a business owner or a side hustler, when you're thinking through your process of setting up payments, should this be an option?
It's not a great long-term pricing model; pay-what-you-will can work as a promotional or limited-time option, but you should still establish clear pricing and avoid shifting the pricing decision to the customer for a sustained period.
Ep. 3378 - Q&A: "Help, my bank said I can't open a business account!"
Q: What should someone do if a bank won't open a separate business account and what are the typical requirements to get one?
Try again with a different bank, since banks generally want customers and offer business or small business accounts that are inexpensive; if registration is required, complete it online or online filing where possible, and use bookkeeping to keep personal and business funds separate in the meantime.
Ep. 3377 - Q&A: “Should I create a website for medical coders?”
Q: I'm thinking about starting a side hustle that centers around a certification I hold in medical coding. How could I monetize a website and newsletter listing free CEU offerings?
The host suggests starting with partnerships with the CEU providers—earning revenue through referrals or signups—and potentially expanding into offering your own training later. Ads may not be viable initially due to traffic needs; focus on affiliate-like revenue and captive partnerships. As the project grows, consider direct signup management to gain more control and long-term leverage.
Ep. 3371 - Q&A: “Any tips for buying stuff at flea markets to resell?”
Q: What tips or advice do you have to make sure I don't get stuck with something no one wants and to make the most efficient use of my time?
Focus on demand before buying: check completed listings on major platforms like eBay and Facebook Marketplace to see what's selling and at what price, then target items with steady demand and reasonable resale margins. Start small, learn from early purchases, and gradually specialize in a category to accelerate sales and build repeat buyers.
Ep. 3364 - Q&A: “Can I use other people's recipes in my children’s ebook?”
Q: am I able to use recipes that I find on the internet and rename them for my use in my book at the back so that I can use the link for readers to contact me?
Yes, you can rename or give your own twist to simpler, rudimentary recipes that are widely shared, but you should seek permission for any unique, chef-created recipes and avoid presenting someone else's exact creation as your own; when in doubt, assume you need permission or opt for public domain content.

Audience Metrics

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

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

Frequently Asked Questions About Side Hustle School

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

This show focuses on the journey of everyday individuals who have successfully started their own side hustles, sharing their experiences in an engaging and informative manner. Each episode centers on a unique story that highlights both the triumphs and the challenges faced by these entrepreneurs, providing listeners with practical insights and inspiration. This format allows aspiring side hustlers to learn not only about different business ideas but also about the realities of entrepreneurship, making it a valuable resource for those looking to create additional income streams alongside their regular jobs. The host's approach is likely to be motivational, aiming to empower listeners to take action on their own entrepreneurial aspirations.

Where can I find podcast stats for Side Hustle School?

Rephonic provides a wide range of podcast stats for Side Hustle School. We scanned the web and collated all of the information that we could find in our comprehensive podcast database. See how many people listen to Side Hustle School and access YouTube viewership numbers, download stats, audience demographics, chart rankings, ratings, reviews and more.

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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How many subscribers and views does Side Hustle School have?

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. All the Hacks: Money, Points & Life
4. Side Hustle Pro
5. How I Built This with Guy Raz

How many episodes of Side Hustle School are there?

Side Hustle School launched 9 years ago and published 3441 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?

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What guests have appeared on Side Hustle School?

Recent guests on Side Hustle School include:

1. Sean Patel
2. Cameron Vilsack
3. Allie King
4. Matt Meyer
5. Ellen LaGuaten
6. Joel Runyon
7. Danielle Fang
8. Kell Grant-Smith

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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