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. 5D AGO

    Why Most People Quit Their Side Hustle

    Why do so many people quit their side hustle, even when the idea itself isn't bad? Today I break down 3 real reasons most people walk away from their side hustle and why quitting is often more about behaviour than talent, motivation, or market demand. If you've ever started a side hustle, put in the effort, and then stopped (especially when the money didn't show up as quickly as you hoped,)  you're not alone. You'll learn: Why early income is a lagging indicator, not a verdict on your idea The three most common reasons people quit too soon How starting too big actually works against you Why lack of clarity around progress creates unnecessary doubt How isolation sabotages follow-through What to do differently next time so quitting isn't the default response This isn't about pushing harder or working longer hours. It's about setting yourself up with the right expectations, structure, and support so your side hustle has a real chance to grow. 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/177  Share this with someone who's tried before and is thinking about giving it another shot. Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!

    14 min

  2. 2025-12-16

    How to Build a Profitable Business From Day One

    Building a business that is a profitable side hustle from the start is not about luck. It comes down to the decisions you make early and the discipline to stick with them. Today I revisit my conversation with Mellisa Mills, founder and CEO of Millsie, formerly known as Spread'Em. Mellisa built her "cashew dip" company that has been profitable from day one and has grown into a multi million dollar business without outside investors. This episode pulls together the most valuable lessons from our original interview, including: How Melissa tested demand before scaling Why she prioritized margins and cash flow over rapid expansion How reinvesting profits allowed the business to grow steadily and sustainably Why slower, more intentional growth can outperform build fast strategies, especially in product based businesses Since this interview, Spread'Em has been rebranded to Millsie, a change driven by growth, clarity, and an expanding footprint in the United States. If you are building a business or thinking about starting one and want a grounded, real world perspective on profitability, decision making, and figuring things out as you go, this episode offers practical insights you can apply immediately. 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/176 Connect with Mellisa & Millsie: LinkedIn Millsie website Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!

    41 min

  3. 2025-12-09

    What's Holding You Back from Starting?

    If you keep telling yourself you want to start a side hustle, but weeks keep passing with no real movement, there's a reason. And it's not a lack of ideas, time, or talent. It's the silent mindset traps that play out in the background and quietly keep you stuck at the starting line. After interviewing more than 170 side hustle heroes, I've heard the same patterns again and again. Today we break down 7 of the most common thinking mistakes that stop people from ever getting traction: Waiting to feel ready Overlearning instead of acting Staying busy with low-impact tasks Underestimating the value of your skills Comparing your Day 1 to someone else's Year 5 Believing confidence must come first Falling into the all-or-nothing time trap You'll learn how each one shows up, how to spot it in yourself, and what small, practical shift gets you moving. By the end of this episode, you'll know exactly which mindset has been holding you back, and the next step that will move your side hustle forward today. 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/175 Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!

    21 min

  4. 2025-12-02

    10 Real Remote Side Hustles To Make Money From Home

    If you've been searching for remote side hustles but keep running into unrealistic promises of passive income and overnight success, this episode takes a different approach. Here Joan shares 10 real remote side hustles to make money from home, based on actual examples from her first hand experience and past Side Hustle Hero guests. These are practical ways to make money from home that fit around full-time jobs, family life, and real schedules, without shortcuts or hype. The side hustles are presented in no particular order and cover a mix of service-based work, creative income, digital products, and client-based roles. You'll also hear honest discussion about income ranges, startup costs, and what it actually takes to sustain each option. 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/174 Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!

    34 min

  5. 2025-11-25

    How To Earn $1K/Month With Postcards

    If you've ever wanted a simple side hustle with no upfront costs, this episode may spark something for you. Rachel Smith and Dalton Joyner break down how they run "Community Postcards," a direct-mail model where they sell ad space on physical postcards, design the layout, and mail them out … all after advertisers have already paid. You'll hear how the model works, why business owners say yes, and what you can realistically earn each month. In this episode, you'll learn: how to start a postcard side hustle with zero upfront expenses the exact pitch they use to land $150 advertisers what to expect in terms of time, income, and workflow how to keep your risk close to zero ways this simple project can lead to larger recurring clients If you enjoy connecting with local businesses and want something easy to test, this is a model worth considering. 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/173 Connect with Rachel & Dalton: Free Community Card Playbook Mini Course Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!

    38 min

  6. 2025-11-18

    How to Start a Photo Organizing Side Hustle

    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 field, having built a business that helps people take control of their scattered digital photos, printed collections, home movies, scrapbooks, and other keepsakes. In this rebroadcast episode, you'll discover: the multiple revenue streams within a photo organizing side hustle how to price a job (including complex digital cleanups) where to find your first paying clients the tools you need ... and the ones you don't simple steps Cathi uses to organize her own photos the traits that make someone successful in this work how to grow from a small project to ongoing referrals We're talking about working with people's most meaningful keepsakes, so it's a side hustle that can be personally fulfilling as well as financially rewarding. 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/172 Connect with Cathi: The Photo Managers Academy - to learn how to organize your photos Photo Manager Training - Cathi's 1-year program to start and build this as a side hustle Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!

    38 min

  7. 2025-11-11

    How to Surround Yourself with Success (and Why It Matters!)

    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 your vision or quietly holding you back, what to do when that negativity comes from someone you care about, and practical ways to intentionally build an environment that keeps you inspired and moving forward. If you've ever struggled to stay positive when those around you aren't quite on the same wavelength, this episode will help you protect your energy, upgrade your circle, and attract the kind of people who help you thrive. You'll Learn: How your environment and relationships directly influence your results Why even well-meaning people can unknowingly hold you back The story of how a struggling deli turned profitable through mindset and community What to do when a negative friend or family member drains your energy The five-step framework to intentionally upgrade your circle A simple trick Joan used to stay privately focused on her goals Why being the positive, encouraging person in someone else's life can elevate your own Listen to hear how surrounding yourself with success can completely change the trajectory of your side hustle — and your life. 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/171  Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!

    13 min
  8. Stop Undervaluing Your Work: 5-Part Framework To Profit

    2025-11-04

    Stop Undervaluing Your Work: 5-Part Framework To Profit

    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 into what those five parts are, how you can apply them to confidently charge what you're worth, stop undervaluing your work, and be ready when the right customer walks in — whether that's online or in person. You'll learn: The mindset shift behind charging premium prices with confidence The five core areas that drive creative income Why lowering your prices doesn't make sales easier — and what actually does How to believe in your customer even more than they believe in themselves Practical ways to turn your creative passion into sustainable profit 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/170 Connect with Miriam: Free Masterclass Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!

    47 min
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Trailer

5
out of 5
13 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
    177
  • Rating
    Clean
  • Copyright
    © 2023
  • Show Website
    Side Hustle Hero

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