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Side Hustle School

Latest episodes

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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.
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Apr 24, 2025 • 6min

Ep. 3036 - TBT: Montana Videographer Redefines Remote Filming

Discover how a Missoula videographer revolutionized remote filming by mailing kits and directing shoots from anywhere. This innovative approach allowed for greater flexibility and efficiency, adapting perfectly to the new normal. The conversation also highlights the evolution of remote work, emphasizing personalized side hustles that cater to individual goals. Tune in for an inspiring tale of creativity and adaptation in the world of videography!
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Apr 23, 2025 • 6min

Ep. 3035 - STORY: Frozen Yogurt Dog Treats Are No Barking Matter

A Colorado couple creates a side hustle that gives dogs and their owners a way to enjoy their frozen treats from their own bowls. 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.
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Apr 22, 2025 • 5min

Ep. 3034 - Q&A: “How can I incorporate activism into my brand without seeming performative?”

Can activism and business coexist authentically? This discussion navigates the balance between effective branding and genuine commitment to sustainability. It emphasizes the significance of transparency in aligning your brand with your values. Learn how to engage with your audience without falling into the trap of performative activism. This insightful conversation encourages integrity while promoting a product that truly reflects your beliefs.
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Apr 21, 2025 • 6min

Ep. 3033 - First $1,000: Feeding the Neighborhood, One Block at a Time

Discover how a Brooklyn gardener transformed excess homegrown produce into hyper-local produce boxes, earning $1,000 with minimal costs. The initiative not only feeds the neighborhood but also strengthens community connections. Tune in to explore the inspiring journey of building a sustainable business from the ground up while engaging and uplifting those around her. It's a perfect example of how grassroots efforts can create a ripple effect of positive change!
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Apr 20, 2025 • 7min

Ep. 3032 - Weekend Workshop: Launch Before You’re Ready

Discover the power of launching before perfecting your ideas. A software developer's journey serves as a reminder that taking action can lead to valuable user feedback. Embrace the concept of beta testing to overcome psychological hurdles and the fear of imperfection. Practical exercises help pinpoint a launch date and define your minimal viable product. It's all about making progress rather than striving for unattainable perfection!
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Apr 19, 2025 • 5min

Ep. 3031 - Q&A: “How do I create and sell a premium online course?”

Discover how to craft a premium online course that stands out. Learn to position your course for a high price point and identify your ideal audience. Explore strategies that focus on delivering transformative value and addressing customer challenges. Engage with potential students to build lasting relationships and create urgency around your offering. This insightful discussion is packed with practical tips for navigating the competitive online education landscape.
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Apr 18, 2025 • 6min

Ep. 3030 - Q&A: “How do I prepare for tech failures without overloading my setup?”

What do you do when technology fails your side hustle? This discussion dives into real experiences of tech glitches that can disrupt operations, like payment system crashes. It emphasizes the importance of having straightforward contingency plans to keep stress at bay. Listeners are encouraged to view these challenges as opportunities for growth, while learning how to streamline their setups for better preparedness. Discover practical strategies that can save you from chaos when tech lets you down!
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Apr 17, 2025 • 6min

Ep. 3029 - TBT: Travel Blog Becomes Spring Break Powerhouse

Discover how a travel blog transformed into a spring break revenue powerhouse, generating up to $8,000 in peak months. Learn about the clever integration of ad networks and AI-generated content to overcome monetization hurdles. This side hustler shares actionable insights for anyone looking to boost their earnings while juggling a full-time job. Tune in for inspiration on automating your side hustle successfully!
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Apr 16, 2025 • 8min

Ep. 3028 - STORY: College Student Hacks Into $40,000 A Month Side Hustle

A college student transforms his financial struggles into a $40,000 a month side hustle through ethical hacking. Starting from a simple $40 investment, he created engaging online courses that resonated with thousands. The discussion highlights the power of finding your niche and delivering real value in the online education space. It serves as an inspiring reminder that success often comes from adapting and maximizing your unique skills.

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