Side Hustle Hero

Joan Posivy
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Jun 17, 2025 • 56min

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

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!
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Jun 10, 2025 • 17min

151: Top 9 Most Loved Side Hustle Episodes

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!
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Jun 3, 2025 • 1h 9min

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

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!
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May 27, 2025 • 46min

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

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!
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May 20, 2025 • 47min

148: Fitness Coach Side Hustle: How It Sparked a $20K a Month Business

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!
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May 13, 2025 • 14min

147: How to Stop Procrastinating, Start Building

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!
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May 6, 2025 • 34min

146: When to Quit Your 9-5

Wondering when to quit your 9-5 and go all in on your side hustle? You're not alone—and it's normal to wrestle with fear, doubt, and the question, "What will people think?" Shannon Russell gets it. After a successful 16-year run as a TV producer, she made the bold leap to entrepreneurship—not because she had to, but because she wanted to start producing her own life. In this episode, Shannon gets real honest about the emotional and practical sides of walking away from a long-held career. You'll learn: How to know when it's time to quit your 9-5 Financial milestones to aim for before you leave your day job What to expect from the identity shift that often comes with a career change How to navigate fear and resistance from friends, family, or even your partner Why your second act can be your most fulfilling one yet If you're standing on the edge of a big decision, this conversation will give you clarity—and courage. 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/146 Connect with Shannon: Start Your Second Act Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!
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Apr 29, 2025 • 38min

145: How She Grew To 70 Retailers Without Quitting Her Day Job

Think you need business experience to start your side hustle? Think again. Liz Birchard, creator of Tutu's Tortilla Chips, grew her brand into 70 stores and over a quarter million in revenue - all while working full-time. In this episode: Liz's biggest challenge starting out Her biggest challenge today (and how she's handling it) What she would do differently if she were starting over Plus: guess what I have in common with ZZ Top's lead singer? Get inspired to start before you feel ready. Fear is normal. Regret is worse. 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/145 Connect with Liz & Tutu's Tortilla Chips: Tutu's Website Instagram Facebook Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!
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Apr 22, 2025 • 16min

144: Why Now Is the Smartest Time to Start Your Side Hustle

Feeling uncertain about the economy, your job, or what comes next? You're not alone. But in this solo episode, host Joan Posivy shares why—despite all that—now is the smartest time to start your side hustle. She offers; a powerful reframe on uncertainty, tells her personal story of diving into a side hustle during a downturn, and explains why taking action now—before you feel "ready"—can help future-proof your income. You'll also get practical steps you can take this week to move from stuck to started. If you've been hesitating, this might just be your sign to begin—and don't forget to join the newsletter at Side Hustle Hero for early access to Smart Start: From 'Idea' to 'It's Live' in 7 Steps, an in-depth free guide to help you launch with clarity and 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 Joan's 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/144 Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!
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Apr 15, 2025 • 57min

143: Building a Brand, Creating Buzz, and Turning Fun into Profit

What happens when a casual golfer turns a fun idea into a full-blown brand? Scott Taube started with one simple concept: a deck of cards designed to be played on the golf course. That's it. No e-commerce background. No manufacturing experience. Just curiosity, scrappy action, and a clear sense of fun. A few years later? He's running branded tournaments, landing corporate gigs, going viral on social media, and partnering with brands like Lowe's and Liquid Death. In this episode, you'll hear: The moment he knew he had to stop just talking about the idea How he got the first batch produced without ever seeing a physical sample Lessons in building your brand through humor, consistency, and virality What made one of their TikTok videos rack up 1 million+ views How corporate clients like Lowe's and Liquid Death found him How that one deck of cards spun out into new income streams and brand extensions The mindset that keeps him moving forward—even when things get messy If you're building your brand—or just sitting on an idea you've talked about too long—Scott's story of building Bad Cards Fore Good Golfers is your nudge to start. 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/143 Connect with Scott: Bad Cards Fore Good Golfers Website Instagram Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!

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