Side Hustle Hero

I've got photos scattered everywhere - on my desktop, laptop, phone, Dropbox, the cloud, and who knows how many memory sticks. Can you relate? Chances are, yes. Most people are drowning in decades of digital and printed photos… and here's the surprising part: many would happily pay someone to sort it all out. That's where a photo organizing side hustle comes in. Cathi Nelson is a pioneer in this f...

Ever notice how one conversation can make you want to take on the world, and another can make you want a nap? Today I share a personal story from one of my own side hustles - buying a deli that was going out of business, to illustrate how the people you surround yourself with can directly shape your mindset, energy, and success. You'll learn how to recognize whether your current circle is fueling...

Have you ever wondered if you're charging too little for what you do? Or caught yourself thinking that lowering your price will make it easier to sell? This episode could change that, and quite possibly make you more money. Author, coach, and 6-figure artist Miriam Schulman joins us to share her five-part framework that helps creatives and business owners turn their passion into profit. We dive in...

What if you could earn $2K–$5K a month using skills you already have, while helping causes you care about at the same time? Most people assume fundraising means simply asking for donations. This episode shows you how it actually becomes a paid side hustle by improving a nonprofit's messaging, website, email strategy, and storytelling so donors want to give. Fundraising pro, Elaine Allan, explains;...

That system is EOS ® - the Entrepreneurial Operating System. It's often seen as a system for big companies, but it can be adapted to give a solo side hustle the same benefits; clarity, structure, and follow-through. It gives you a simple structure to decide what matters, turn it into concrete 90-day priorities, and hold yourself accountable so the right work actually gets done. I tested it inside...

Every side hustle comes with challenges, but what if the problem isn't really the problem? Here you'll discover why problems are  not the problem, and how growing your capability changes everything. You'll learn how to: Reframe setbacks so they fuel your progress Strengthen your scale of capability to handle pressure Stay calm and confident when plans go sideways Turn obstacles into opportunities...

Think you need to be a guru to sell an online course? Not true! Dan Henry explains why focusing on solving problems, and not teaching  topics , is the real key to making your course sell. You don't need to be a world-class expert to create an online course people will pay for. Dan shows us how to stop obsessing over "topics" and instead focus on solving real problems … the kind that people will gl...

You're about to hear how to start a litter cleanup service, which is a low-cost, flexible business where you can literally get paid to go for a walk through parking lots and outside of commercial properties. Brian Winch (author of  Clean Lots ) returns to share the exact steps: which properties to target first, how to reach the decision maker at property management companies (and who not to pitch)...

How do you know which side hustle idea is right for you? Jason VanDevere, the author of  Dream Driven, shares how to uncover an idea that actually fits your life, and how to test it before you sink time or money into it. You'll learn: Why dreaming daily can reveal the ideas that truly stick Jason's "3 L's" test (Longing, Lifting, Light) to know if an idea is right for you How to validate that your...

What happens when you walk away from the family business to chase an idea of your own? Jason VanDevere did exactly that, and grew his planner idea to a six figures business. Here in Part 1, he shares how the Goal Crazy Planner went from rough draft, to a product that has gained real traction. You'll learn: How he set up zero-cost focus groups Simple ways to recruit testers for free His launch & tr...

What if you trained yourself to see side hustle opportunities everywhere? Bart Merrill, author of Monetize Your Mindset , is wired to always ask: "Can I monetize this?" That single question has led him to side hustles as varied as exporting trucks to Japan, building a successful dog training business, and even creating income from life's toughest setbacks. You'll discover: The question that can he...

Can a simple printable really become a six-figure side hustle? Becky Beach proves it can. Starting with just one product on Etsy, Becky has grown her digital downloads business into more than $100K a year, and that's just from printables. Becky walks us through the entire process step by step - from getting your first idea, to researching demand and competition, to creating the product itself, and...

Save time. Make progress faster. Here Joan shares five ready-to-use ChatGPT-5 prompts you can try tonight to save hours each week and move your side hustle forward, without working more hours. You'll hear real examples, tips to get the most from GPT-5, and how to avoid common pitfalls. Here's what's inside: Opportunity Radar – Spot quick wins without months of testing Rapid Repackage – Turn one pi...

Welcome to a rebroadcast of a popular episode featuring Jonathan Schuit, who makes a comfortable living selling popcorn… just one day a week. But this episode isn't just about popcorn - it's about smart business thinking, small changes that lead to big wins, and spotting opportunities hiding in plain sight. Whether you're already running a side hustle or just looking for one that works, Jonathan s...

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 entrepren...

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 prod...

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...

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 real...

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 Somoloco , a remote-friendly dance immersion business — all while keeping things lean and intentional. In this epi...

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 proje...

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...

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...

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...

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, cha...

Struggling to grow your service-based side hustle? You're not alone - and you don't have to stay stuck. In this episode, fitness coach Dustin Pedersen shares strategies that helped him go from a $2K/month side hustle to consistently earning $20K/month. Whether you're a coach, consultant, or creative, you'll hear tips to: Attract more clients without relying on word of mouth Structure your offer fo...