Side Hustle School cover image

Side Hustle School

Latest episodes

undefined
9 snips
May 4, 2025 • 7min

Ep. 3046 - Weekend Workshop: Ask 10 People for Help

Discover the art of building a powerful support network for your side hustle. Learn how asking for help can open doors to mentorship and collaborations. Hear a young entrepreneur's journey, showcasing how specific requests can transform their business. Gain insights on who to approach and how to make effective requests that respect others' time. These tips not only enhance your relationships but also help you thrive in your hustle.
undefined
4 snips
May 3, 2025 • 5min

Ep. 3045 - Q&A: “Should I switch my business to a subscription model?”

Is a subscription model right for your business? Explore the advantages and challenges of this trend, including a deep dive into a real entrepreneur's shift from individual sales to a subscription service. Discover key strategies to make the transition smoothly while keeping customers engaged. Learn about customer preferences and the risks involved, ensuring your business grows while maintaining strong relationships with your audience.
undefined
May 2, 2025 • 6min

Ep. 3044 - Q&A: “Why do authors offer pre-order bonuses?”

Curious about pre-order bonuses for books? This discussion uncovers whether they truly boost sales or just add more tasks for authors. Discover strategies to craft compelling offers and tackle the challenge of reader fatigue. The conversation emphasizes the importance of meaningful bonuses that enrich the reading experience. Tune in to explore how to make your book launch successful!
undefined
May 1, 2025 • 6min

Ep. 3043 - TBT: From Cracked Screens to Tech Buyback Business

A college student turned their passion for fixing cracked screens into a thriving tech buyback platform. By identifying market needs and strategic partnerships, they achieved monthly inventories exceeding $20,000. The journey highlights the evolution from a small repair venture to scalable success, showcasing the importance of business identity and adaptation in a competitive market.
undefined
Apr 30, 2025 • 6min

Ep. 3042 - STORY: Fashion Buyer Creates Quirky Comfort Craze

Kyle Bergman shares his journey from a unique fashion buyer to the creator of Swoveralls, a quirky blend of sweatpants and overalls. The story highlights the role of viral marketing and personal connections in launching a trend. Listeners get insights into the challenges of sourcing materials and building a brand. It’s a testament to how a single idea can transform into a successful venture, appealing to those with a taste for comfort and creativity.
undefined
Apr 29, 2025 • 5min

Ep. 3041 - Q&A: “Should I expand the services I offer?”

Ever wondered how to grow your business without feeling overwhelmed? This discussion offers strategic insights into managing expansion while keeping your priorities straight. The focus is on evaluating personal capacity and aligning new services with your core skills. A listener explores challenges in enhancing a video editing business, emphasizing the importance of maintaining clarity on business goals. Tune in for practical advice on juggling growth and staying focused!
undefined
Apr 28, 2025 • 6min

Ep. 3040 - First $1,000: Flipping Phones and Tablets for Fun and Profit

Discover how one tech-savvy entrepreneur turned old phones and tablets into a lucrative side hustle. They offer secure data wiping and refurbishment, meeting a growing demand. The episode showcases the thrill of reviving forgotten electronics and making a profit. Gain insights on transforming a simple idea into a flourishing business, and learn how you too can tap into the value of outdated tech. It's an inspiring journey of innovation and entrepreneurship!
undefined
9 snips
Apr 27, 2025 • 6min

Ep. 3039 - Weekend Workshop: Sell Like a Girl Scout

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 art of natural selling! 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 Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼 See omnystudio.com/listener for privacy information.
undefined
Apr 26, 2025 • 6min

Ep. 3038 - Q&A: “When is it worth spending money on your side hustle?”

When is it time to start spending real money on your side hustle? In this episode, we explore how to balance scrappiness with strategic investments to fuel growth. 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 Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼 See omnystudio.com/listener for privacy information.
undefined
Apr 25, 2025 • 4min

Ep. 3037 - Q&A: “How do I turn being an industry outsider into an advantage?”

How do you turn being an industry outsider into a strength? In this episode, we explore how to practice creativity while building trust and credibility with customers. 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 Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼 See omnystudio.com/listener for privacy information.

The AI-powered Podcast Player

Save insights by tapping your headphones, chat with episodes, discover the best highlights - and more!
App store bannerPlay store banner
Get the app