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150: The Best Way to Help a Teen Start a Side Hustle

Side Hustle Hero

Release Date: 06/03/2025

158: How a Blind Chef Launched Her Kitchen Side Hustle show art 158: How a Blind Chef Launched Her Kitchen Side Hustle

Side Hustle Hero

Debra Erickson lost her vision — but definitely not her drive. What started as a side hustle has blossomed into a full-time mission: The Blind Kitchen - a thriving business that sells adaptive kitchen tools and teaches blind and vision-impaired people how to cook safely, confidently, and independently. Debra shares the inspiring journey of how she transitioned from student to teacher to entrepreneur, and how she built a business with impact, despite the obstacles. From attending a regular culinary school as a blind student, to sourcing and testing dozens of tools, to launching an...

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157: How to Start Your Own Drink Brand: From Idea to Shelf show art 157: How to Start Your Own Drink Brand: From Idea to Shelf

Side Hustle Hero

Ever thought about launching your own beverage brand? It might sound like a far-fetched idea, but after hearing this conversation with Dr. Roger Wu, you might just find yourself thinking, “Hey… maybe I could do this.” Roger shares how he turned a recurring problem he saw in his patients into an innovative eye-health drink. He walks us through how he went from an idea in his head to a finished product in hand, while still working his day job. You’ll learn: What a formulation lab is and why it’s a key early step How he found a startup-friendly co-packer willing to take a chance (and...

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156: How Self-Sabotage Silently Kills Your Side Hustle, and What to Do About It show art 156: How Self-Sabotage Silently Kills Your Side Hustle, and What to Do About It

Side Hustle Hero

Ever feel like you’re the one standing in your own way? This episode dives deep into the mental blocks and hidden habits that silently sabotage your side hustle, often before it even begins. If you’ve ever hesitated to start, stalled out after launching, or pulled back right when things were getting good… this one's for you. You’ll discover: Why self-sabotage isn’t a flaw — it’s conditioning The 3 key stages where it sneaks in and how to spot it What imposter syndrome, hesitation, and “being too busy” have in common Practical strategies to break the cycle and move forward...

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155: How to Start as a Virtual Assistant show art 155: How to Start as a Virtual Assistant

Side Hustle Hero

Want a flexible side hustle you can do from anywhere? (Even if you don’t think you have the “right” skills?) Today we break down how to start as a virtual assistant, even if you’ve never worked online before. You’ll hear from VA coach Laura Nicole Jennings, who shares: What services are most in demand right now How to identify skills you already have that clients will pay for How much you can realistically earn in your first 3–6 months Where and how to find your first paying client What AI is not replacing — and why VA work is still in demand The difference between hourly and...

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154: How He Launched a Side Hustle Overseas (And What It Takes to Make It Work) show art 154: How He Launched a Side Hustle Overseas (And What It Takes to Make It Work)

Side Hustle Hero

Can you really start a side hustle while traveling — and run it from thousands of miles away? David Schafran did. What began as a one-month salsa sabbatical in Colombia turned into a passion-fueled income stream. David shares how he went from health tech founder in Boston to launching , a remote-friendly dance immersion business — all while keeping things lean and intentional. In this episode, you’ll learn: How to build a side hustle while living abroad (or just working remotely) Why you don’t need to “go big” to get started How David tested his idea with a simple prototype The...

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153: How To Turn One-Off Projects Into Monthly Retainers show art 153: How To Turn One-Off Projects Into Monthly Retainers

Side Hustle Hero

Want to stop chasing one-off gigs and start building predictable, recurring income? John MacAdam reveals how. He built his side hustle over 15 years while working full-time as an engineer — and eventually used it to launch a successful solo business. You can follow John’s lead after hearing how he: Shifted from hourly rates to value-based pricing — and tripled his income Turned a $6K one-off project into a $5K/month retainer (still active 2+ years later) Positions himself as a trusted advisor, not just a task-doer Uses simple systems to build long-term client loyalty Turned early...

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152: How to Start a Profitable Roadside Stand: Turning Local Produce Into Cash show art 152: How to Start a Profitable Roadside Stand: Turning Local Produce Into Cash

Side Hustle Hero

Can you really turn a $200 roadside stand into a six-figure seasonal business? Shannon reveals how. In this episode, she describes how she scaled a humble fruit stand into a multi-state operation generating up to $250,000 a month, all while keeping startup costs low and her values local. Whether you're looking for a low-risk weekend side hustle or a scalable seasonal business, in this episode, you’ll discover: How to start a roadside or fruit stand with as little as $200 Where to source your produce—even if you’re not a grower What makes a stand visually irresistible to drive-by...

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151: Top 9 Most Loved Side Hustle Episodes show art 151: Top 9 Most Loved Side Hustle Episodes

Side Hustle Hero

Which side hustle episodes did listeners and viewers love the most this past year? In this 3-year celebration of Side Hustle Hero, host Joan Posivy reveals the top 9 most loved episodes - as chosen by audience downloads, watch time, comments, feedback, and heaps of analytics across all major podcast apps and YouTube. One episode took the #1 spot on both platforms (hint: AI vending machines), but after that, listener and viewer favorites went in very different directions. This recap features top episodes on everything from: Starting a sound bath business Becoming an Amazon Influencer...

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150: The Best Way to Help a Teen Start a Side Hustle show art 150: The Best Way to Help a Teen Start a Side Hustle

Side Hustle Hero

What if the teen in your life could build confidence, real-world skills, and earn income—all before turning 18? In this episode, I sit down with Renee and Jonathan Harris, parents of nine kids, many of whom have already launched their own side hustles. We talk about how they’ve guided their kids to discover what they’re naturally good at, take ownership of their learning, and turn those interests into cash flow. Whether you’re a parent, mentor, aunt, uncle, grandparent, or simply someone who cares about helping teens thrive, this conversation is full of honest, practical insight....

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149: Nonprofit Side Hustle: Give Back and Get Paid Well show art 149: Nonprofit Side Hustle: Give Back and Get Paid Well

Side Hustle Hero

Most people think making money and making a difference are two separate paths—but what if your side hustle could do both? In this episode, I chat with Andrew Hall, co-founder of Mealshare, a nonprofit that began as a side hustle and eventually delivered over 1 million meals per year to youth in need. We cover: How Andrew launched Mealshare for less than $100 The difference between nonprofits, charities, and for-profits—and how to choose the right model How a side hustle can scale into a full-time mission with real income His newest venture, No Story Lost, which helps families...

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More Episodes

What if the teen in your life could build confidence, real-world skills, and earn income—all before turning 18?

In this episode, I sit down with Renee and Jonathan Harris, parents of nine kids, many of whom have already launched their own side hustles. We talk about how they’ve guided their kids to discover what they’re naturally good at, take ownership of their learning, and turn those interests into cash flow.

Whether you’re a parent, mentor, aunt, uncle, grandparent, or simply someone who cares about helping teens thrive, this conversation is full of honest, practical insight.

You’ll learn:

  • How to recognize the difference between a teen’s interest and their underlying skill set
  • Why starting within the household is often the best first step
  • What to do when your teen receives no feedback—or negative feedback—on their efforts
  • How to normalize both the hard seasons and the wins of entrepreneurship
  • Why serving others is the key to turning a hobby into a side hustle

Do you like what you're hearing? Consider giving it a caffeinated thumbs up. We'd really appreciate it!

Need a little (and sometimes big) push to start and stay focused to grow your side hustle? Dive into my online Masterclass: How To Turn Your Thoughts Into Wanted Things.

For the full show notes head on over to the home of Side Hustle Hero. https://www.sidehustlehero.com/150

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