Side Hustle Hero

Side Hustle Hero

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/

Episodes

July 2, 2025 52 mins

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...

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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 rate...
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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.

Wh...

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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 m...

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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 discov...

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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...
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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 w...
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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...

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May 6, 2025 33 mins

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...

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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 hand...
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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...

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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 corporat...

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Ever hesitated to start a conversation on LinkedIn that could grow your side hustle?

You're not alone! In this episode, LinkedIn expert Joe Mackay shares his proven strategies for turning online interactions into meaningful business opportunities.

From simple conversation starters to optimizing your profile and creating posts that attract engagement, Joe reveals how he ...

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Could picking up used mattresses really become a profitable side hustle?

Hannah shares how she and her husband turned this flexible gig into a consistent $3,000 - $5,000 per month in extra income - and eventually a full-time, six-figure business.

You'll hear;

  • how the process works,
  • what expenses are involved,
  • Read more
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What if you could get paid to shop, eat out, visit theme parks—or even gamble at a casino resort?

That’s the reality for Mercedes, a seasoned mystery shopper who’s turned this flexible gig into a consistent income stream for over 12 years.

In this episode, she breaks down exactly how mystery shopping w...

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Have a side hustle idea but no clue where to start? You’re not alone.

When Walker Ferguson and his co-founder came up with the idea for a personalized meditation app, they had zero experience in app development. But instead of letting that stop them, they figured it out as they went—finding the right people, making smart decisions, and ultimately launching their app, Ascend Meditations, in ...

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Ever feel like weeks fly by, and you’ve made zero progress on your goals?

You’re not alone.

The truth is, if you don’t take control of your time, it will disappear into distractions, busywork, and things that don’t actually move the needle.

Walker Ferguson, is a full-time college student, Division I football player, AND startup founder. Originally, ...

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Ever wondered how people make real money with review websites?

Derek Hales did exactly that—starting with just two mattress reviews and turning it into a thriving business.

Derek is the founder of NapLab, a site dedicated to in-depth, data-driven mattress reviews. Within six months of launching, his side hustle was making enough f...

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Whether you're just starting out or you've been running your side hustle for a while but now find yourself staring down a heap of receipts and paperwork you’ve been avoiding, it’s time to take control. In this episode, Tanya Akimenko shares 5 pro bookkeeping tips to help you stay organized, avoid costly mistakes, and set your business up for success.

You'll learn:

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Ever wondered how to turn overlooked, unwanted land into a profitable investment?

In this episode, we dive into hidden land deals with Wayne Seminoff, who has spent 40 years uncovering undervalued properties and flipping them for significant returns.

You'll learn:

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