Side Hustle Hero

Joan Posivy

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. 1d ago

    AI Didn't Kill the Virtual Assistant Side Hustle: Here's How to Start One

    Is being a virtual assistant still a viable side hustle in this age of AI? Today's guest, Rachael Davila, is here to show us why the answer is yes, and how you can turn your existing skills and experience into a VA business. Rachael has been a virtual assistant for more than 20 years. But today, she's also a VA mentor, author, and the founder of Extra Hands! Virtual Assistance. In our conversation, she draws on her decades of experience to share valuable insights on finding and working with the right clients, why the best VAs think beyond simply completing tasks, and how the right mindset can help you confidently charge what you're worth. We also get into practical details, from pricing and the best billing model, to the different ways you can structure your business so it actually pays you, and how to get started without having to know everything before you begin. In this episode: Why AI hasn't replaced virtual assistants ... and what it still can't do The difference between a "doer" VA and a "collaborator" VA How to price your services and get comfortable charging what you're worth A prepaid billing system that solves the "you're almost out of hours" problem What to ask (and listen for) in a discovery call before taking on a new client How to get started as a VA without already knowing 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/200 Connect with Rachael: Extra Hands! Virtual Assistant Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!

  2. Jul 21

    Why Fewer Clients Meant More Revenue

    What if the fastest way to grow your business isn't more clients, but fewer? Today, Damien Schreurs founder of EasyTECH, shares how he built his side hustle: testing ideas for free, negotiating time away from a full-time R&D engineering job, and running on minimal sleep just to make it all fit. When he finally went all-in, he was confident he had the right plan. He didn't. Damien came within one late invoice of bankruptcy, and it took a friend from his networking group pointing him toward the right training and mentorship before he found the number that actually mattered: revenue per customer. That single shift led him to cut his client list from 45 down to 9, multiplying his revenue per customer by nine times in the process. In this episode, you'll hear: The real math behind "fewer clients, more revenue," and why total client count can be the wrong thing to chase How Damien nearly lost everything before he found the metric that turned his business around Why he kept running a newsletter for years out of pure habit, long after it stopped working for him The one regret he still carries about staying quiet about his business, and what he'd do differently How he's using AI today as a co-CEO, CMO, and CFO for EasyTECH 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/199 Connect with Damien: LinkedIn Macpreneur Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!

  3. Jul 7

    $500 for the Hour: The Wedding Officiant Side Hustle

    What if you could earn a surgeon's hourly rate without years of school, a huge student loan, or even a related degree? In some places, all it takes is an online ordination, a script, and about fifteen minutes on your feet. Today we'll hear from Brad Lau, a wedding officiant who has led over 800 ceremonies and built a business people now pay $500 a wedding for. Brad walks us through how he got started, how he turned his very first nervous, low paying weddings into a stream of five star reviews and referrals, and why he believes stepping in front of a room full of strangers and making them feel comfortable is the real skill behind the job. But is this side hustle scalable? Brad's wife has turned it into a full service operation by layering in photography, hair and makeup, florists, and more. Whether you want to keep this simple as a weekend side gig or turn it into something much bigger, Brad breaks down the real numbers, the marketing strategy, and the mindset that got him started: stop planning to plan, and just start. Topics covered in this episode: How Brad built his first year of bookings starting from zero The strategy he follows for turning happy guests into five star reviews What officiants actually charge and how and when to collect payment How to expand a simple side hustle into a bigger operation Why you must check your local requirements before you get started Brad's best advice for anyone afraid to start something new Freebie alert! Brad is offering listeners a free 30-minute video consult to help you get your own version of this business off the ground. Just mention you heard about him on Side Hustle Hero. 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/197 Connect with Brad: Wedding Officiant Website Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!

  4. Jun 23

    Why Right Now Is the Smartest Time to Start Your Side Hustle

    If you've been feeling uneasy about the economy lately, the tariffs, the layoffs, the sense that everything around you is changing fast, this episode is for you. It's a replay of one of our most timely episodes, and honestly it's more relevant today than when it first aired. In it, I make the case for why uncertain times aren't a reason to wait on your side hustle, they're the reason to start. I also share a personal story about buying a failing business in a terrible economy, when everyone around me, including my bank, told me it was a bad idea ... and what happened next. In this episode you'll discover: Why uncertainty is actually one of the best reasons to start building something of your own The mindset shift that separates people who thrive in a tough economy from those who don't How a simple, creative idea can set your side hustle apart from the competition Why multiple streams of income aren't a luxury anymore, they're a necessity If you've been sitting on a side hustle idea, waiting for the right moment, this episode might just be the nudge you've been waiting for. 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/196 Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!

  5. Jun 16

    Photo Booth, Bubble Soccer & Amazon FBA: How One Guy Built Multiple Side Hustles That Replaced His Income

    What would you do if 70% of your income was about to disappear overnight? Rich Potter didn't panic. Instead, he went home, talked to his wife, and started building. What followed was a photo booth business, a bubble soccer company, and an Amazon FBA operation that Rich reports is now doing $3M a year in sales. All of it built on the side while he kept his day job. One by one, those side hustles replaced his income entirely. Today Rich walks us through how he did it, what it cost, what he learned, and what he'd tell anyone just starting out today. In this episode you'll hear: How Rich borrowed $10K from his dad to buy his first photo booth, and why it was the wrong one What bubble soccer is and how he stumbled into it as a side hustle Why the potential of losing a client that represented 70% of his commissions was the wake-up call he needed The real reason he sold two of his businesses   What he learned going to conferences and connecting with others His advice for anyone sitting on a side hustle idea right now 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/195 Connect with Rich: Franchise Heroes LinkedIn Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!

  6. May 12

    The Three Stages of Side Hustle Self-Sabotage - Which One Is Stopping You?

    If you've been wanting to start a side hustle, or grow the one you've got, but something keeps getting in the way, this episode is for you! In my conversations with people lately, the thing holding them back has nothing to do with their idea, the market, or the timing. In every case, the obstacle is internal. They're getting in their own way. Self-sabotage doesn't just show up once. On the side hustle journey it shows up at three very specific stages, and each time it looks a little different, which is exactly why it's so easy to miss. In this encore episode you'll learn: The three stages where self-sabotage shows up on your side hustle journey and how to recognize each one Why "productive-looking" procrastination is one of the sneakiest forms of self-sabotage The escape hatch moment; what it is, when it hits, and how to push through it Why success itself can trigger a pullback and what to do when opportunity shows up and your instinct is to shrink The one commitment to make before you launch that can change everything If you've ever wondered why you keep getting in your own way, you've landed in the right spot. 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/194 Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!

  7. Apr 28

    From Fired to Six-Figure Side Hustle: Building Businesses That Give a Damn

    What does it take to go from getting fired at 27 to building a 6-figure side hustle? If you ask Colin Macintosh, the answer might surprise you. It's not the flashiest strategy or the biggest budget. It's something a lot of businesses have stopped doing altogether, genuinely caring about the people they serve. Colin is a CTO recruiter by day and side hustle entrepreneur by night. He got fired at 27, and somewhere between the pink slip, the margaritas, and a movie he'd watched, an idea was born. That idea became Sheets and Giggles, a eucalyptus bedsheets brand he built, scaled, and exited. But this episode is really about what came next. Dirt Cheap Compost is exactly the kind of side hustle I love most; simple, low cost, profitable, and scalable. No complicated tech stack, no outside funding. Just a real problem, a real market, and a flyer tucked inside a Halloween pumpkin. Sheets Resume is a different kind of story. An AI-powered resume builder doing thirty thousand resumes a month that sounds like an overnight success, until you find out about the years old Reddit post driving all that traffic. In this conversation Colin and I cover: The lessons from Sheets and Giggles that shaped everything that came after Why raising venture capital was a treadmill he'll never step on again How a $40K compost business was built with flyers and a seasonal pumpkin campaign How a Reddit post written in 2018 became the foundation of a 6-figure side hustle The customer experience rule that turns buyers into your most powerful sales people Colin genuinely gives a damn; about his customers, about the problems he's solving, and about the people he builds with. And as you'll hear today, that's not just good character ... it's good business. 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/193 Connect with Colin: Personal Website Sheets Resume Connect with Joan: Instagram Facebook About Joan Be on the show! Tell us about your side hustle success story!

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/

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