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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157: How to Start Your Own Drink Brand: From Idea to Shelf
Épisode 157
mardi 22 juillet 2025 • Durée 45:16
Ever thought about launching your own beverage brand?
It might sound like a far-fetched idea, but after hearing this conversation with Dr. Roger Wu, you might just find yourself thinking, “Hey… maybe I could do this.”
Roger shares how he turned a recurring problem he saw in his patients into an innovative eye-health drink. He walks us through how he went from an idea in his head to a finished product in hand, while still working his day job.
You’ll learn:
What a formulation lab is and why it’s a key early step
How he found a startup-friendly co-packer willing to take a chance (and it's name!)
What kind of budget you might need to go from concept to first batch
The often-overlooked costs involved in getting your product noticed
What he did when his first samples tasted so bad even his kids refused them
How he attracted a top beverage industry veteran to join his startup
Then in the wrap up, I share a true, inspiring story of how one 18-year-old with no funding, managed to get his jam product onto the shelves of a major grocery chain.
Do you like what you're hearing? Consider giving it a caffeinated thumbs up. We'd really appreciate it!
Have you grabbed my 28-page guide, Smart Start: From Idea to It’s Live in 7 Steps, A Beginner's Guide to Launching Your Side Hustle With Confidence? If it's still free, you'll find it at our website. It's your complete roadmap to finally launching your side hustle.
156: How Self-Sabotage Silently Kills Your Side Hustle, and What to Do About It
Épisode 156
mardi 15 juillet 2025 • Durée 24:47
Ever feel like you’rethe one standing in your own way?
This episode dives deep into the mental blocks and hidden habits that silently sabotage your side hustle, often before it even begins. If you’ve ever hesitated to start, stalled out after launching, or pulled back right when things were getting good… this one's for you.
You’ll discover:
Why self-sabotage isn’t a flaw — it’s conditioning
The 3 key stages where it sneaks in and how to spot it
What imposter syndrome, hesitation, and “being too busy” have in common
Practical strategies to break the cycle and move forward with confidence
A surprising (and empowering) truth about how your subconscious actually runs the show
Plus: You’ll hear how to get free access to my 28-page guide, Smart Start: From Idea to It’s Live in 7 Steps, A Beginner's Guide to Launching Your Side Hustle With Confidence.
You’re not stuck because you’re unmotivated — you’re stuck because you’re human. But once you see what’s happening, you can change everything.
Do you like what you're hearing? Consider giving it a caffeinated thumbs up. We'd really appreciate it!
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!
57: Worth The Risk: The Crazy Cookie House, With Helen McArthur
Épisode 57
mardi 25 juillet 2023 • Durée 43:05
How can we differentiate what we do and what we offer to set ourselves apart from the crowd? You're sure to get inspiration from today's episode.
While living and working in London England with her family, Helen McArthur accepted a job in Canada. They packed up, moved, and Helen began applying her background in pensions and communications to her new role.
But...she also brought with her, her talent, skill and passion for baking!
Helen McArthur is the founder and lead baker of a farm stand known as the Crazy Cookie House.
The words “whimsical” and “quirky” come up a lot in this interview. You have never seen a structure like Helen’s Crazy Cookie House. Check out the photos for this episode 57 at sidehustlehero.com and you’ll see what I mean. Think Harry Potter sorting hat, meets Tolkien’s hobbit house.
And her cookies are just as quirky and whimsical.
When Helen started the Crazy Cookie House as a side hustle, she wanted to offer much more than a cookie. She wanted to offer an experience. The result? You’ll hear about a dragon, the mouse, and cookies eating other cookies.
What You’ll Hear:
03:22 The move to Canada
06:19 Helen knew she needed a USP - unique selling point
07:01 The inspiration for a “big cookie eating a little cookie”
07:55 What you call your offerings is so important
08:54 Describing a “farm stand”
56: How To Apply "Brain Glue" To Increase Sales, with James I Bond
Épisode 56
mardi 18 juillet 2023 • Durée 35:57
Want tips to help people easily remember your product or service?
James I Bond is going to tell us how to trigger the right side, emotional side of the brain to boost the performance of our ads, emails, social media posts, and one-on-one presentations….with the ultimate goal of achieving blockbuster sales.
James is one of America’s leading behavioral management and business marketing specialists who over the past 30 years has worked with a who’s who of American business, including Warren Buffet and Costco founder Sol Price.
Drawing from his book Brain Glue, James teaches us the steps to “light the fire of desire in your buyer,” with lots of real world examples where these techniques have been used to jaw-dropping success.
12:05 Why the name “Squatty Potty” has been effective
13:29 The “Lawnmower” example of humour in a name
14:41 The impact of changing the company name to, “Big Ass Fans”
16:20 How James came to change the name of his book to Brain Glue
55: Putting The Wine Into Wine Gums, with Teena Gudjonson
Épisode 55
mardi 11 juillet 2023 • Durée 56:22
It started as a simple question from her inquisitive child. Is there wine in wine gums?
Why not?
That night, a side hustle was born.
Pushed by the relentless enthusiasm from her kids, Teena Gudjonson got to work in her kitchen to, well, put the wine into wine gums.
Today, her Cellar Candy website features not only “wine” gummies, but liquor-based creations like Lime Margarita and Piña Colada.
Check out this episode to discover;
How and why she closes the business for 2 months in the summer each year
Why you shouldn’t let lack of business experience stop you
How she scrambled to find a commercial kitchen, after receiving a sudden 100 + orders to fill
Helpful insights about dealing with supply issues, figuring out wholesale pricing, and juggling increased costs.
Creating a “Life By Design” that fits you
Inspiration in her story to start or grow your side hustle
What You’ll Hear:
03:12 The birth of a side hustle idea
06:07 Trying to figure out how to actually make gummies
07:19 The alcohol kept breaking down the gelatin
07:49 Debuting at a large wine festival, they were a hit!
08:37 Going into retail sales forced a move (a scramble actually) to find a commercial kitchen
11:43 Expanded into “liquor” gummies and private label products
12:08 Buying in bulk not only vital for pricing, it helps when dealing with supply disruptions
13:02 The decision to build a commercial kitchen on her home property
14:17 Coming up with new flavours
54: Landing, Loving, and Leveraging Media Interviews, with Jess Todtfeld
Épisode 54
mardi 4 juillet 2023 • Durée 47:08
Interested in free publicity? Increased visibility? Building more credibility?
Today’s guest can help! Afterall, he holds the Guinness World Record in a publicity / public relations category.
In this episode with media expert Jess Todtfeld, you’ll discover,
How to write an email pitch letter to media that gets opened and read
How to leverage being interviewed on TV, radio, and print, to increase sales
How it can boost your credibility and visibility
The best way to prepare for an interview
How to respond when you don’t know the answer
How and why to send the host questions you want to be asked
Getting booked: DIY, PR agency, and Jess’s hybrid model
Tips to improve your message and delivery
Jess Todtfeld has extensive experience as a TV producer for NBC, ABC, and FOX, having booked and produced over 5,000 segments, and is a leading communication and media training authority.
When I was in New York City lining up interviews prior to the release of my book, The Way Success Works, Jess was one of the people I turned to for guidance and training to become media savvy.
Use his ideas, tips, and hacks to improve your messaging anytime you’re communicating about your side hustle.
What You’ll Hear:
03:22 Jess holds the Guinness Record for being interviewed the most times in 24-hours
06:12 Remember to include calls to action in your answers, including micro ones
06:56 Get recordings of your interviews to share them with audience to further your credibility
53: The Best Of Year 1: Top 10 Life Lessons
Épisode 53
mardi 20 juin 2023 • Durée 34:56
This is the episode to tune into for inspiration and motivation to start or to scale your side hustle.
Here we’ve curated the Top 10 side hustle life lessons from our heroes of year 1.
They’re really a diverse group of characters including a rapper, a beekeeper, voice actor, quick books pro advisor, a gnome maker, a cookbook author, a travel writer, and more.
What they have in common with each other and with you, is that they have all travelled along the side hustle path.
Enjoy!
Thanks so much for being part of our Side Hustle Hero community.
07:35 What did you trade your 1,440 minutes for today?
52: Best Of Year 1: Top 10 Side Hustles
Épisode 52
mardi 13 juin 2023 • Durée 25:30
We’re celebrating Year 1!
This episode brings you the best of the best side hustles we highlighted in the last 12 months.
They are in no particular order, because they each made the list for different reasons.
Some are online, some need you to be out and about in the world, most are year-round. Some are seasonal, but all of them can be lucrative side hustles.
What’s your favourite? Shoot me a message and let me know!
Thank you so much or being part of this journey. It’s truly deeply appreciated.
What You’ll Hear:
01:00 #1 - Litter clean up of parking lots and commercial and industrial properties
03:50 You can establish a STR business without owning a property
04:20 J looks at his properties as a “distribution service” to maximize revenue
04:44 In Part 2 we discuss push back from cities and municipalities
05:40 “Day use” rental opportunities
06:18 - !
51: Serving Up A Sizzling, Seasonal, Success, with Poncho’s Tacos
Épisode 51
mardi 6 juin 2023 • Durée 27:09
Sell out within the first couple of hours on opening day.
Ramp up inventory.
Sell out again.
That’s been the trajectory for Poncho’s Tacos during their first weeks in business.
They have a Birria taco stand at a night market that is only open during the evening on weekends. It’s also only seasonal, running for just over 5 months each year. Expected attendance at this year’s market is more than one million visitors.
The main draw is the over 110 food booths and food trucks offering more than 600 different foods items. That’s a lot of competition that the new kids on the block, Poncho’s Tacos, are up against.
This group of 5, 18-year-olds have done so many things right it’s a case study in how to successfully launch a venture, including;
how they tested their product and pricing prior to the market,
the two key decisions they made and acted on that enabled them to stand out from the crowd,
what they did to gain free media exposure, and more.
Whether you’re thinking of setting up a seasonal booth somewhere or you’re interested in an entirely different hustle, be prepared to capture ideas that pop into mind when hearing their story, to grow your venture.
Be sure to check out the 5 Success Takeaways I share at the end, which includes an action that is very simple, but one that will have a major impact on the progress you make from today on with your side hustle.
What You’ll Hear:
02:34 Meet Matthew Berda, Mikito May, and Kenito Garrido (partners also include, Danny Alvarez and Henry)
04:45 Offseason time will largely focus on streamlining and scaling for next year
14:25 You don’t have to be perfect, just get it out there
15:06 After 9 months, she made $160,000 that year
15:24 This episode also stands out for her strategy for retiring early, her “there’s always a solution” mindset , and the “5-minute strategy” as a path to higher productivity
16:27 Seeing a client she helped go from earning $50/hour to $1 million a year, motivated Sandra to scale too
17:22 From $25, to $45 to $50/hr for VA services, then shifted to virtual business manager
17:51 In the episode Sandra shares her best delegation secrets, tips on when to make your first hire, and why you want to treat your client’s business like your own
18:26 When you’re training a remote worker, screen-share and record what you’re doing so the person has something to reference again and again as needed
18:52 Buying books for $1 and reselling at a big markup on eBay, morphed into a $5 million brand on Amazon
19:41 Of the 2.7 million sellers on Amazon, her company is in the 0.0005% of sellers
20:02 In the episode she shares what it takes to be successful on the platform
20:10 Annalisa suggests selling via “arbitrage” as a great way to learn Amazon,
20:28 Private labelling or black labelling, and contract manufacturing are options, and she talks about the pros and cons of each
20:55 3 featured takeaways are - why and when to jump into a new venture, how to improve your cash flow situation, and how to reframe the feeling of depriving yourself when you’re making those smarter choices
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