Side Hustle Hero

Delegating is one of the hardest skills for side hustle owners to master, especially when you care deeply about your business and want everything done right. Today Renee Hastings shares why fear, perfectionism, and trust issues often stop entrepreneurs from letting go, even when they know it's holding them back. You'll learn: What tasks make sense to delegate first  How to set clear expectations s...

Side hustles are no longer just about earning extra money. For many professionals, they've become a strategic part of modern career planning. Here we break down why side hustles are becoming a normal part of professional life. We look at how building something alongside your career can help you stay relevant, build real assets, and create options beyond a single employer. We walk through five reas...

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...

Most "top 10 side hustle" lists recycle the same ideas with very little context. This episode takes a different approach. These 10 side hustles are drawn from real conversations with guests who are actually doing the work. Some are simple and inexpensive to start. Others require more capital or coordination. None are ranked, because the right side hustle depends on your situation and circumstances...

Why do so many people quit their side hustle, even when the idea itself isn't bad? Today I break down 3 real reasons most people walk away from their side hustle and why quitting is often more about behaviour than talent, motivation, or market demand. If you've ever started a side hustle, put in the effort, and then stopped (especially when the money didn't show up as quickly as you hoped,)   you'...

Building a business that is a profitable side hustle from the start is not about luck. It comes down to the decisions you make early and the discipline to stick with them. Today I revisit my conversation with Mellisa Mills, founder and CEO of Millsie, formerly known as Spread'Em. Mellisa built her "cashew dip" company that has been profitable from day one and has grown into a multi million dollar...

If you keep telling yourself you want to start a side hustle, but weeks keep passing with no real movement, there's a reason. And it's not a lack of ideas, time, or talent. It's the silent mindset traps that play out in the background and quietly keep you stuck at the starting line. After interviewing more than 170 side hustle heroes, I've heard the same patterns again and again. Today we break do...

If you've been searching for remote side hustles but keep running into unrealistic promises of passive income and overnight success, this episode takes a different approach. Here Joan shares 10 real remote side hustles to make money from home , based on actual examples from her first hand experience and past Side Hustle Hero guests. These are practical ways to make money from home that fit around...

If you've ever wanted a simple side hustle with no upfront costs, this episode may spark something for you. Rachel Smith and Dalton Joyner break down how they run "Community Postcards," a direct-mail model where they sell ad space on physical postcards, design the layout, and mail them out … all after advertisers have already paid. You'll hear how the model works, why business owners say yes, and...

I've got photos scattered everywhere - on my desktop, laptop, phone, Dropbox, the cloud, and who knows how many memory sticks. Can you relate? Chances are, yes. Most people are drowning in decades of digital and printed photos… and here's the surprising part: many would happily pay someone to sort it all out. That's where a photo organizing side hustle comes in. Cathi Nelson is a pioneer in this f...

Ever notice how one conversation can make you want to take on the world, and another can make you want a nap? Today I share a personal story from one of my own side hustles - buying a deli that was going out of business, to illustrate how the people you surround yourself with can directly shape your mindset, energy, and success. You'll learn how to recognize whether your current circle is fueling...

Have you ever wondered if you're charging too little for what you do? Or caught yourself thinking that lowering your price will make it easier to sell? This episode could change that, and quite possibly make you more money. Author, coach, and 6-figure artist Miriam Schulman joins us to share her five-part framework that helps creatives and business owners turn their passion into profit. We dive in...

What if you could earn $2K–$5K a month using skills you already have, while helping causes you care about at the same time? Most people assume fundraising means simply asking for donations. This episode shows you how it actually becomes a paid side hustle by improving a nonprofit's messaging, website, email strategy, and storytelling so donors want to give. Fundraising pro, Elaine Allan, explains;...

That system is EOS ® - the Entrepreneurial Operating System. It's often seen as a system for big companies, but it can be adapted to give a solo side hustle the same benefits; clarity, structure, and follow-through. It gives you a simple structure to decide what matters, turn it into concrete 90-day priorities, and hold yourself accountable so the right work actually gets done. I tested it inside...

Every side hustle comes with challenges, but what if the problem isn't really the problem? Here you'll discover why problems are  not the problem, and how growing your capability changes everything. You'll learn how to: Reframe setbacks so they fuel your progress Strengthen your scale of capability to handle pressure Stay calm and confident when plans go sideways Turn obstacles into opportunities...

Think you need to be a guru to sell an online course? Not true! Dan Henry explains why focusing on solving problems, and not teaching  topics , is the real key to making your course sell. You don't need to be a world-class expert to create an online course people will pay for. Dan shows us how to stop obsessing over "topics" and instead focus on solving real problems … the kind that people will gl...

You're about to hear how to start a litter cleanup service, which is a low-cost, flexible business where you can literally get paid to go for a walk through parking lots and outside of commercial properties. Brian Winch (author of  Clean Lots ) returns to share the exact steps: which properties to target first, how to reach the decision maker at property management companies (and who not to pitch)...

How do you know which side hustle idea is right for you? Jason VanDevere, the author of  Dream Driven, shares how to uncover an idea that actually fits your life, and how to test it before you sink time or money into it. You'll learn: Why dreaming daily can reveal the ideas that truly stick Jason's "3 L's" test (Longing, Lifting, Light) to know if an idea is right for you How to validate that your...

What happens when you walk away from the family business to chase an idea of your own? Jason VanDevere did exactly that, and grew his planner idea to a six figures business. Here in Part 1, he shares how the Goal Crazy Planner went from rough draft, to a product that has gained real traction. You'll learn: How he set up zero-cost focus groups Simple ways to recruit testers for free His launch & tr...

What if you trained yourself to see side hustle opportunities everywhere? Bart Merrill, author of Monetize Your Mindset , is wired to always ask: "Can I monetize this?" That single question has led him to side hustles as varied as exporting trucks to Japan, building a successful dog training business, and even creating income from life's toughest setbacks. You'll discover: The question that can he...

Can a simple printable really become a six-figure side hustle? Becky Beach proves it can. Starting with just one product on Etsy, Becky has grown her digital downloads business into more than $100K a year, and that's just from printables. Becky walks us through the entire process step by step - from getting your first idea, to researching demand and competition, to creating the product itself, and...

Save time. Make progress faster. Here Joan shares five ready-to-use ChatGPT-5 prompts you can try tonight to save hours each week and move your side hustle forward, without working more hours. You'll hear real examples, tips to get the most from GPT-5, and how to avoid common pitfalls. Here's what's inside: Opportunity Radar – Spot quick wins without months of testing Rapid Repackage – Turn one pi...

Welcome to a rebroadcast of a popular episode featuring Jonathan Schuit, who makes a comfortable living selling popcorn… just one day a week. But this episode isn't just about popcorn - it's about smart business thinking, small changes that lead to big wins, and spotting opportunities hiding in plain sight. Whether you're already running a side hustle or just looking for one that works, Jonathan s...

Debra Erickson lost her vision — but definitely not her drive. What started as a side hustle has blossomed into a full-time mission:  The Blind Kitchen - a thriving business that sells adaptive kitchen tools and teaches blind and vision-impaired people how to cook safely, confidently, and independently. Debra shares the inspiring journey of how she transitioned from student to teacher to entrepren...

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 prod...