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 gladly spend money to fix. From doing a simple “brain dump” on your phone and running it through AI to uncover profitable course ideas, to understanding why solving an “insomnia” or even “bleeding neck” problem is far more valuable than teaching just another skill, Dan breaks it all down with clarity and candor. He also shares how his $37 mini-course turned into $150,000 in sales, and why shifting from “information” to “problem-solving” can completely change the way you approach creating your own course. 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/166 Connect with Dan: Instagram YouTube Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!
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), what to say, how to handle the most common objection, and the simple free reporting add-on that helps you stand out. We also talk startup costs (basic hand tools + insurance), pricing and routes, why early morning is the sweet spot, and free publicity moves that have landed Brian media coverage. For context, Brian has grown this business to gross over $600,000 a year, and for beginners he explains how 2–3 hours a day can translate into $2K–$3K/month in extra income. If you want a simple, service-based side hustle with early-morning hours and room to scale, this episode gives you a practical blueprint. You’ll learn: Best starter properties to pitch How to connect with the right decision maker What to say on first contact (and what to avoid) A low-effort value add that wins clients (free reporting) How to start smart so you don’t get discouraged Free publicity tactics to grow faster 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/165 Connect with Brian: CleanLots website Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!
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 idea solves a real problem The best way to confirm demand: pre-selling vs. surveys The role of mentors, and creative ways to find them — even if you’re starting from zero Why setting boundaries around your work time makes you more productive Get clear on a side hustle that lights a fire inside you, and not just one that looks good on paper. 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/164 Connect with Jason: Goal Crazy website His book, Dream Driven Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!
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 & traction strategy How he went from idea to 6-figures If you’re building something tangible and want real-world ways to test it, launch it, and get those first waves of customers, here Jason shares how. 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/163 Connect with Jason: Goal Crazy website His book, Dream Driven Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!
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 help you spot hidden opportunities Why diversifying income streams builds security and flexibility How to reframe setbacks into launching pads instead of roadblocks Bart’s Acres of Pig Poop story, a modern twist on Acres of Diamonds, that shows how opportunities can be hiding in plain sight So to sharpen your “opportunity radar” and find ways to monetize what you already know or do, this episode will point you in the right direction. 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/162 Connect with Bart Website Bart's side hustle ideas for 2025 Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!
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 finally how to drive traffic on both Etsy and Shopify. You’ll also learn: How to stand out in a crowded Etsy marketplace The surprising printable that became her top seller Smart tools to spot trending products before you create them Do’s and don’ts when working with Canva templates Why persistence is the real key to growth Whether you’re looking for your very first income stream or want to add a new digital product to your lineup, Becky’s story will show you what’s possible ... and how to get started. 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 and links to sites mentioned: $100K Selling Printables on Etsy & Shopify Connect with Becky: Becky's Website Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!
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 piece of content into a month’s worth of posts Time Trader Analyzer – Free up billable hours by delegating the right tasks Test Market in a Box – Pressure test your idea before you build On-Demand Micro Mentor – Get an expert-level growth plan instantly Whether you’re running an Etsy shop, coaching clients, or launching a new service, these prompts are your shortcut to faster wins, less busywork, and the firepower to stand toe-to-toe with bigger competitors. 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/160 Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!
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 shares insights you can apply to almost any business. You’ll discover, How Jonathan turned a teenage side gig into a high-profit business The small pricing change that boosted revenue by 50% overnight Why fewer options can lead to more sales The psychology behind lineups, product pricing, and buyer behavior What most farmers’ market vendors get wrong Why simple, low-cost businesses (like snow cones!) can outperform “cooler” jobs The real-life numbers behind a one-day-a-week business model Stick around after the main interview for a bonus convo on how a snow cone stand could pull in $20K in five days… ..and the margins? Seriously impressive. 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/159 Be sure to sign up to our Side Hustle Hero community to grab a copy of my 28-page guide, called, Smart Start: From Idea to It’s Live in 7 Steps. It walks you through the core things to focus on, including a checklist of 8 essentials you need to launch. The guide is free for now...but not forever. Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!
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 accessible e-commerce site, Debra has done what many only dream of. But this isn’t just a story of perseverance, it’s packed with insights for anyone building a business. You’ll learn: Tips for juggling a side hustle alongside full-time work Why delegating and building a team can unlock growth How to market to a niche audience and build trust And how to stay motivated on the hard days If you’re in the early stages of your side hustle or wondering if you have what it takes, this episode will leave you thinking: if she can do it, I can too. 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. Be sure to grab a copy of my 28-page guide, called, Smart Start: From Idea to It’s Live in 7 Steps. It walks you through the core things to focus on, including a checklist of 8 essentials you need to launch. It’s free for now at Side Hustle Hero but not forever. For the full show notes head on over to the home of Side Hustle Hero. https://www.sidehustlehero.com/158 Connect with Debra: The Blind Kitchen Website Instagram Facebook Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!
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 it's name!) What kind of budget you might need to go from concept to first batch The often-overlooked costs involved in getting your product noticed What he did when his first samples tasted so bad even his kids refused them How he attracted a top beverage industry veteran to join his startup Then in the wrap up, I share a true, inspiring story of how one 18-year-old with no funding, managed to get his jam product onto the shelves of a major grocery chain. 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. Have you grabbed my 28-page guide, Smart Start: From Idea to It’s Live in 7 Steps, A Beginner's Guide to Launching Your Side Hustle With Confidence? If it's still free, you'll find it at our website. It's your complete roadmap to finally launching your side hustle. For the full show notes head on over to the home of Side Hustle Hero. https://www.sidehustlehero.com/157 Connect with Roger: LinkedIn The Eye Drink Website Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!
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 with confidence A surprising (and empowering) truth about how your subconscious actually runs the show Plus: You’ll hear how to get free access to my 28-page guide, Smart Start: From Idea to It’s Live in 7 Steps, A Beginner's Guide to Launching Your Side Hustle With Confidence. You’re not stuck because you’re unmotivated — you’re stuck because you’re human. But once you see what’s happening, you can change everything. 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/156 Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!
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 retainer contracts Who pays for what when it comes to software and subscriptions How to build recurring income with built-in compensation reviews If you’re looking for a part-time income stream with full-time flexibility — or you’re just VA-curious — this episode is packed with practical insights to help you explore the option. Free Resource! Grab my 28-page guide, Smart Start: From Idea to It’s Live in 7 Steps, at Side Hustle Hero. It's your complete roadmap to launching your side hustle with confidence. 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/155 Connect with Laura: Instagram Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!
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 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 marketing strategies that helped him grow — including paid ads, partnerships, and influencer collabs Why strong relationships are crucial to running a side hustle from another city or country Whether you’re thinking of building something creative, travel-based, or just want extra income on your terms, this episode shows you what’s possible. 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/154 Connect with David: Instagram Somoloco website Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!
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 failures — like a “your app sucks” review — into growth and momentum 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/153 Connect with John: LinkedIn John's Book - Sustainable Self Employment: Taking The Leap Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!
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 customers Tips for finding high-traffic, low-cost selling locations Why accepting credit cards can 2x your sales Creative ways to sell leftover or overripe inventory How Shannon tapped into “hyperlocal marketing” to beat big-box stores What kind of profit a beginner can realistically expect If you've been craving a side hustle that’s simple, scalable, and outdoors, check out this episode. 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/152 Connect with Shannon: Instagram Website Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!
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 Making faceless viral videos Hosting profitable craft workshops Mystery shopping for real income Renting out luxury restroom trailers … and more. Discover what made these episodes stand out, and which one you might’ve missed that could inspire your next move. 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/151 Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!
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 Connect with Renee & Jonathan: Parent Their Passion Website Facebook Instagram Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!
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 preserve loved ones’ life stories What it was like to pitch on Dragons’ Den (Canada’s version of Shark Tank) So if you’ve ever wondered whether you can build something that more than pays the bills and does good in the world, tune in for some how-to answers. 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/149 Connect with Andrew: No Story Lost website Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!
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 for recurring revenue Avoid the most common mistakes service providers make Use simple marketing tactics that actually work (even with a small audience) Build systems that scale—without sacrificing your time or sanity Plus, we wrap up the conversation with Dustin sharing his top productivity and wellness tips for busy entrepreneurs—so you can grow your business and take care of your health. 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/148 Connect with Dustin: Unorthodox Personal Training - website Instagram Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!
To hit new milestones and actually build your side hustle, you're going to have to do things you've never done before. But here's the catch—we're all creatures of habit. And it's those ingrained patterns that keep us stuck, procrastinating instead of progressing. In this special rebroadcast of, My Secret Weapon To Get The Hard Stuff Done, I share the exact strategy that’s been a driving force behind every major success I’ve achieved. It’s simple, repeatable, and incredibly effective at helping you follow through - especially when motivation fades or distractions creep in. This episode pairs seamlessly with recent episode #144, Why Now Is the Smartest Time to Start Your Side Hustle, which covered the reasons to begin. Now, here’s your answer to how to keep going. Short, powerful, and packed with actionable insight—this may be the hack you've been needing to finally move forward. 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/147 Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!