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.
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Recent Episodes
206
Nov. 10, 2026
206: How an Oncologist Grew a Travel Side Hustle to $4M in Sales (Through Referrals!)
A week before a trip to Hawaii, oncologist Merry Jennifer Markham realized planning was her favourite part. She tells us her travel side hustle now does more than $4 million in sales, almost all through referrals. Here’s how she did it.
205
Oct. 27, 2026
205: 10 Years of Rejections, Then The New York Times Crossword
Mark MacLachlan’s crossword side hustle took a decade of rejections before The New York Times said yes. Discover what kept him going, what puzzles pay, and how he fits it all around a full-time career.
204
Oct. 6, 2026
204: How to Earn $2,500 per Month as a Part-Time Speaker
Could one talk a month add $2,500 to your side hustle income? Speaker agent Li Hayes reveals how to go from your first free talk to paid keynotes as a part-time speaker, plus the mistake new speakers make most.
203
Sept. 22, 2026
203: 9 Fan-Favourite Side Hustle Hero Episodes: An Encore Edition
What do AI vending machines, sound baths, faceless YouTube videos, and mystery shopping have in common? They all made it into the Top 9 most loved side hustle episodes from Year 3 of the show…as chosen by you! Welcome to this encore episode!
202
Sept. 8, 2026
202: How to Choose the Best Side Hustle for You
How do you choose the best side hustle for you? Here’s a straightforward, time-tested process to find ideas that fit your skills, lifestyle, and goals, and narrow down your options when you're stuck.
201
Aug. 25, 2026
201: How a Small Email List Can Be Your Most Valuable Asset
A small email list can outperform a huge disengaged one. Copywriter Tanya Brody shares how to grow from scratch, write emails people actually open, nail your welcome sequence, and use AI without losing your voice.
Recent Blog Posts
Nov. 12, 2026
Why Travel Advisors Should Charge Upfront Planning Fees Instead of Relying on Commissions
Transitioning a travel side hustle into a high-earning business requires shifting away from the traditional, commission-only model. By implementing a mandatory upfront planning fee (scaling it from $200 up to $750 or more) travel advisors can protec…
Oct. 27, 2026
How Much Do Crossword Puzzle Creators Make? Payouts, Rates, and Side Hustle Earnings
How to Start a Crossword Side Hustle: What It Pays and What It Takes Crossword construction is one of the more unusual ways to earn money on the side, and one of the few creative fields where anyone can submit work to a major newspaper. But a cross…
Oct. 6, 2026
The 'Do It For You' Pricing Strategy: How to Package Your Services for Maximum Profit
Choosing the right pricing model is often the biggest hurdle for new entrepreneurs. By utilizing the 'Do It Yourself,' 'Do It With You,' and 'Do It For You' framework, you can offer tiered service packages that cater to different client needs. Thi…