Side Hustle Hero

Joan Posivy
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Side Hustle Hero is the podcast for everyone who wants to build the courage, confidence, and drive to launch, persevere, and succeed at creating a source of income beyond their regular job. Each episode is crafted with the goal of having you take action and win. You’ll hear insights from experienced side hustle heroes who share what’s worked and what hasn’t so you can execute smarter and for more profit. Hosted by Joan Posivy, bestselling author of The Way Success Works, How to Decide, Believe & Begin To Live Your Best Life. Listen online https://www.sidehustlehero.com/ Connect with Joan https://www.joanposivy.com/

  1. How to Start a Litter Cleanup Service

    1D AGO

    How to Start a Litter Cleanup Service

    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!

    43 min
  2. How To Find The Right Side Hustle Idea

    SEP 16

    How To Find The Right Side Hustle Idea

    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!

    32 min

  3. SEP 9

    From Planner Idea to Six Figures

    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!

    28 min
  4. How to Spot (and Monetize) Everyday Opportunities

    AUG 26

    How to Spot (and Monetize) Everyday Opportunities

    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!

    43 min
  5. From Idea to $100K: How to Sell Printables on Etsy & Shopify

    AUG 19

    From Idea to $100K: How to Sell Printables on Etsy & Shopify

    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!

    47 min

  6. AUG 12

    Chat GPT-5 Prompts, to Save Hours and Grow Your Side Hustle

    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!

    17 min

  7. AUG 5

    Popcorn Profits: Making a Living in Just One Day a Week

    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!

    37 min

  8. JUL 29

    How a Blind Chef Launched Her Kitchen Side Hustle

    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!

    51 min
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Trailer

5
out of 5
15 Ratings

About

Side Hustle Hero is the podcast for everyone who wants to build the courage, confidence, and drive to launch, persevere, and succeed at creating a source of income beyond their regular job. Each episode is crafted with the goal of having you take action and win. You’ll hear insights from experienced side hustle heroes who share what’s worked and what hasn’t so you can execute smarter and for more profit. Hosted by Joan Posivy, bestselling author of The Way Success Works, How to Decide, Believe & Begin To Live Your Best Life. Listen online https://www.sidehustlehero.com/ Connect with Joan https://www.joanposivy.com/

Information

  • Creator
    Joan Posivy
  • Years Active
    2022 - 2025
  • Episodes
    165
  • Rating
    Clean
  • Copyright
    © 2023
  • Show Website
    Side Hustle Hero

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