Side Hustle Hero – Details, episodes & analysis

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Side Hustle Hero

Side Hustle Hero

Joan Posivy

Business
Education

Frequency: 1 episode/7d. Total Eps: 189

Libsyn
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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Score global : 79%


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189: Make Your Side Hustle Pay - What to Focus on First

Episode 189

mardi 24 mars 2026Duration 08:16

If you've been putting time into your side hustle but not seeing much return yet, this condensed episode will help you take a step back and refocus.

You'll hear four simple areas to focus on so you can zero in on what actually brings in revenue, along with a practical way to start buying back your time so you're not doing everything yourself.

We also get into what it really costs to get help, and why it may be more accessible than you think.

If you've been struggling to get traction and make your side hustle pay, this conversation is a good place to start.

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/189

Connect with George:

(at his website and for his book)

Connect with Joan:

Instagram

Facebook

About Joan

Be on the show!

Tell us about your side hustle success story!

 

 

188: How to Earn Up to $10K/Month as a Baby Sleep Consultant (From Home)

Episode 188

mardi 17 mars 2026Duration 49:48

If you have ever wondered whether a simple service could become a profitable side hustle, this episode offers a fascinating example.

Jayne Havens built a successful business as a baby sleep consultant, helping exhausted parents get their babies and toddlers sleeping through the night. What started as helping friends turned into a flexible consulting business that now supports families around the world.

In this conversation, Jayne explains how the baby sleep consulting business works and how she built a client pipeline that consistently brings in new families.

In this episode you will learn:

  • How Jayne built a thriving business as a baby sleep consultant
  • Why you do not need to be a parent yourself to succeed in this field
  • What a typical day looks like for a sleep consultant
  • How much sleep consultants charge and how pricing works
  • The importance of pre screening potential clients before booking calls
  • How referral partnerships helped grow her consulting business
  • Who makes the best sleep consultants

Even if you have no interest in becoming a baby sleep consultant, the strategies Jayne shares apply to almost any side hustle. From structuring discovery calls to building trusted partnerships, this episode offers practical ideas that entrepreneurs can adapt to their own businesses.

If you are exploring service based side hustles or looking for a niche where expertise can translate into real income, this episode will give you a clear look at how one entrepreneur built a successful business helping families sleep better.

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/188

Connect with Jayne:

The Snoozefest.com Website

Centre for Pediatric Sleep Management

Becoming A Sleep Consultant Podcast

Becoming A Sleep Consultant Facebook Group

Connect with Joan:

Instagram

Facebook

About Joan

Be on the show!

Tell us about your side hustle success story!

 

 

 

 

179: Be Willing to Fail in Public (or You'll Never Start)

Episode 179

mardi 13 janvier 2026Duration 18:33

Most people don't fail because they lack ideas, talent, or motivation. They stall because they're waiting to feel ready.

In this episode, I revisit a powerful conversation from the very beginning of the Side Hustle Hero podcast with my first-ever guest, Joel Young. It opens with a simple but uncomfortable truth: you don't really grow until you're willing to fail ... in front of other people.

Joel shares how he got started recording voiceovers in his closet with almost no experience, no studio, and no certainty about where it would lead. That willingness to start before he felt ready eventually helped him become one of Fiverr's all-time top earners, with $2.7 million in earnings at the time of our interview.

In this conversation, we talk about:

  • why waiting for confidence keeps most people stuck
  • why practicing in private only gets you so far
  • how starting before you feel ready builds real skill
  • how reframing what you think of as "giving something up" can make working on a side hustle feel more empowering

If you've been holding back because you don't want to look foolish, make mistakes, or put yourself out there before you feel ready, this conversation will help you rethink what it really takes to get started.

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/179

Connect with Joel:

Joel's Main Site

JumpStart Video

Connect with Joan:

Instagram

Facebook

About Joan

Be on the show!

Tell us about your side hustle success story!

 

 

 

89: How To Turn Peaches Into Profits, with Shannon Houchin

Episode 89

mardi 26 mars 2024Duration 55:41

"This is the craziest ATM machine!"

 

That's how a friend described his roadside peach stand to today's guest, Shannon Houchin.

 

She was skeptical. Wouldn't you be?

 

Wanting to see it firsthand, Shannon travelled to see her friend and learn all that she could about the roadside peach stand business.

 

After that one summer, she went home and built her own "ATM."

 

That was 10 years ago. Shannon has fine tuned her operation and earns a solid 6-figure net income per season from her produce stands.

 

It's a pretty simple business to learn, and Shannon says you can get up and running for as little as $200 dollars in peaches.

 

Listen in to hear;

 

  • tips for sourcing the fruit, and the key questions to ask,
  • pricing considerations,
  • finding  the best location,
  • how she sets up the displays for maximum sales,
  • the importance of becoming part of the fabric of the community, and
  • clear, actionable success tips for your roadside stand.

 

Want to thing BIG and stay on track to achieve your goals?

You can live your best life. Dive into my online Masterclass: Turn Your Thoughts Into Wanted Things

 

For full show notes, head over to:

https://www.sidehustlehero.com/89

 

If you like what you're hearing, you can give it a caffeinated thumbs up...here's how:

We'd really appreciate it!

https://www.buymeacoffee.com/sidehustlehero

 

Connect with Shannon:

TikTok

Instagram

Roadside Republic Website

 

Connect with Joan:

Instagram

Facebook

About Joan

Be on the show!

Tell us about your side hustle success story!

 

 

 

 

88: Your Ticket To Luxury Travel, with Spencer Howard

Episode 88

mardi 12 mars 2024Duration 40:16

Want to fly first or business class using the least number of points?

 

Today's guest knows how!

 

When Spencer Howard realized that credit card points were his ticket to luxury travel he went all in, spending four hours a night for six months reading all the airline routing rules and credit card fine print he could find, to learn how to best navigate award travel and loyalty programs.

 

What started as a way to get free business and first-class flights for himself, morphed into a side hustle helping others to the same.

 

His company, Straight to the Points now has a subscriber membership of over 21,0000.

 

Could becoming skilled at points accumulation become a side hustle for you? Or maybe you could use some expert tips on finding great travel deals? Spencer shares insights for both.

 

Want to set and achieve the goal of luxury travel?

You can make it happen. Dive into my online Masterclass: Turn Your Thoughts Into Wanted Things

 

For full show notes, head over to:

https://www.sidehustlehero.com/88

 

 If you like what you're hearing, you can give it a caffeinated thumbs up...here's how:

We'd really appreciate it!

https://www.buymeacoffee.com/sidehustlehero

 

Connect with Spencer:

Straight To The Points

Instagram

 

Connect with Joan:

Instagram

Facebook

About Joan

Be on the show!

Tell us about your side hustle success story!

 

 

87: Essential Intel To Co-Host Short-Term Rentals, with Sean Parker

Episode 87

mardi 27 février 2024Duration 51:46

Today we're delving into the world of co-hosting short-term rental properties.

 

The start up costs can be quite minimal as you don't own the properties, but rather, you're solving a lot of problems for the property owners and you have the opportunity to serve and profit from both them and the guests staying at the properties.

 

Sean Parker fills us in on the details. Together with his wife Jill, they currently co-host 52 properties and look after close to 65 properties earning them gross revenues in the high 6-figures.

 

You'll discover,

 

  • Why he pivoted to a model that is "revenue-based" instead of "occupancy-based"
  • What can make or break the all important 5-star ratings
  • revenue and expenses
  • the downside of co-hosting that people don't often talk about, and
  • what is currently more profitable: owning a property yourself, or cohosting

 

For full show notes, head over to:

https://www.sidehustlehero.com/87

 

Buy Joan a coffee? She'd really appreciate it!

https://www.buymeacoffee.com/sidehustlehero

 

Online Masterclass to help you achieve your side hustle goals: Turn Your Thoughts Into Wanted Things: https://courses.joanposivy.com/p/turn-your-thoughts-into-wanted-things

 

Connect with Sean:

Simple Hosts website

Instagram

 

Connect with Joan:

Instagram

Facebook

About Joan

Be on the show!

Tell us about your side hustle success story!

 

 

86: Write Your Way To $2,000 A Month, with Nicki Krawczyk

Episode 86

mardi 20 février 2024Duration 52:38

"I guarantee that right now you are within an arm span of probably at least a dozen different examples of copywriting." - Nicki Krawczyk

 

That's a pretty big market if you're a copywriter!

 

Today we're exploring that world with the founder of Filthy Rich Writer, Nicki Krawczyk. She's been a copywriter for over 20 years and through her Comprehensive Copywriting Academy, trains others to jump in and thrive in the industry.

 

Nicki reveals;

 

  • how long it takes before you can expect those $2,000 months
  • typical starting rates
  • often overlooked elements that you need to factor in when quoting a client - or you'll be shortchanging yourself!
  • essential steps you need to take, before reaching out to prospective clients, and oh so much more.

 

For the full show notes, head over to https://www.sidehustlehero.com/86

 

Buy Joan a coffee? A soy latte would be lovely, and she'd really appreciate it!

https://www.sidehustlehero.com/support/

 

Online Masterclass to help you achieve your side hustle goals: Turn Your Thoughts Into Wanted Things: https://courses.joanposivy.com/p/turn-your-thoughts-into-wanted-things

 

Connect with Nicki:

Instagram

Free Copywriting Training

Build Your Copywriting Business podcast

 

Connect with Joan:

Instagram

Facebook

About Joan

Be on the show!

Tell us about your side hustle success story!

 

 

85: Cashing In On Being Cupid, with Siobhan Copland

Episode 85

mardi 13 février 2024Duration 41:40

Are you that person in your friend group who likes to play matchmaker? Or maybe you know someone who does?

Today's guest, Siobhan Copland, is so good at it that she grew her side hustle into the London, UK-based, award-winning dating agency Cupid in the City.

Dive into today's episode for insights into;

  • what you can expect to earn as a matchmaker,
  • where to find clients, and
  • if you're looking for love, why dealing with a respected matchmaking service is such a completely different experience than swiping right or left on a dating app

 

For full show notes, head over to:

https://www.sidehustlehero.com/85

 

Buy Joan a coffee? She'd really appreciate it!

https://www.buymeacoffee.com/sidehustlehero

 

Online Masterclass to help you achieve your side hustle goals: Turn Your Thoughts Into Wanted Thingshttps://courses.joanposivy.com/p/turn-your-thoughts-into-wanted-things

 

Connect with Siobhan:

Instagram

Cupid In The City website

 

Connect with Joan:

Instagram

Facebook

About Joan

Be on the show!

Tell us about your side hustle success story!

 

 

84: How To Start A Side Hustle, with Kaylene Langford

Episode 84

mardi 6 février 2024Duration 48:30

Do you have within you, an entrepreneurial spark? Or maybe it's a full-on burning passion!

 

Wherever you are on that scale, you've landed in the right place. Why?

 

It's because today's guest is Kaylene Langford, author of "How To Start A Side Hustle."

 

In this episode she'll be sharing tips and strategies to help you get your side hustle started, and mindset hacks to ensure you don't lose confidence along the way.

 

Today could be thee day that you start or scale your side hustle.

 

For full show notes, head over to:

https://www.sidehustlehero.com/84

 

Buy Joan a coffee? She'd really appreciate it!

https://www.buymeacoffee.com/sidehustlehero

 

Online Masterclass to help you achieve your side hustle goals: Turn Your Thoughts Into Wanted Thingshttps://courses.joanposivy.com/p/turn-your-thoughts-into-wanted-things

 

Connect with Kaylene:

StartUp Creative website

Instagram

 

Connect with Joan:

Instagram

Facebook

About Joan

Be on the show!

Tell us about your side hustle success story!

 

 

83: Why NOT To Turn Your Passion Into A Side Hustle, with Stephen Shortt

Episode 83

mardi 30 janvier 2024Duration 28:42

Turn your passion into your career or side hustle! We've all heard that, right?

 

Today's guest takes issue with that opinion.

 

And he'll be telling us what instead, should be the primary driver.

 

Stephen Shortt has been involved in the business of matching people with their "best work" for pretty much all of his adult life. He's part of a family owned and operated business that helps match the right people to their right careers.

 

I wanted to draw on his expertise in this field to help you in your search of finding the "right match" for your side hustle.

 

Be sure to catch the end of episode wrap up where I share some examples of how you can use the assets and resources of someone else's company to help launch and assist your side hustle.

 

For full show notes, head over to:

https://www.sidehustlehero.com/83

 

Buy Joan a coffee? She'd really appreciate it!

https://www.buymeacoffee.com/sidehustlehero

 

Online Masterclass to help you achieve your side hustle goals: Turn Your Thoughts Into Wanted Thingshttps://courses.joanposivy.com/p/turn-your-thoughts-into-wanted-things

 

Connect with Stephen:

https://careerfit.com/stephen/

 

Connect with Joan:

Instagram

Facebook

About Joan

Be on the show!

Tell us about your side hustle success story!

 

 


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