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 lean and intentional.

In this episode, you’ll learn:

• How to build a side hustle while living abroad (or just working remotely)
• Why you don’t need to “go big” to get started
• How David tested his idea with a simple prototype
• The marketing strategies that helped him grow — including paid ads, partnerships, and influencer collabs
• Why strong relationships are crucial to running a side hustle from another city or country

Whether you’re thinking of building something creative, travel-based, or just want extra income on your terms, this episode shows you what’s possible.

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/154

Connect with David:

Instagram

Somoloco website

Connect with Joan:

Instagram

Facebook

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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 rates to value-based pricing — and tripled his income
• Turned a $6K one-off project into a $5K/month retainer (still active 2+ years later)
• Positions himself as a trusted advisor, not just a task-doer
• Uses simple systems to build long-term client loyalty
• Turned early failures — like a “your app sucks” review — into growth and momentum

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/153

Connect with John:

LinkedIn

John's Book - Sustainable Self Employment: Taking The Leap

Connect with Joan:

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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.

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

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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 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

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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 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

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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 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

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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 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

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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’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

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Tell us about your side hustle success story!

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

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Tell us about your side hustle success story!

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!