The Side Hustle Show

At the end of nearly every episode of The Side Hustle Show, I ask my guests for their #1 tip for Side Hustle Nation. There’s always a great variety of responses, and I wanted to take some time today to go through some of my favorites from the past 50-ish interviews. My #1 Tip? Find your WHY. Why side hustle? What are you trying to build? What will that afford you?Full Show Notes: What I’ve Learned and Applied from 49 Awesome Entrepreneurs – Part 3

Matt Inglot was following the hustler's path. He built some skills on his spare time, and began selling those skills as a freelancer. The first project he sold was to build a website for $300. Soon, he had a full-time freelance business, and decided to grow into an agency. But before long, Matt found himself working 80 hour weeks and stressed out during down months about covering rent and payroll. While outwardly successful, Matt knew the business was broken.Full Show Notes and PDF Highlight Reel: Freelance Transformation: From $300 Technician to $20,000 Consultant, with Matt Inglot

If you want to learn English, you may have come across one of Gabby Wallace's hundreds of YouTube videos on the subject. Her channel, which started only because the video she recorded for her classroom students was too big to email, has grown to more than 170,000 subscribers and nearly 9 million views. Gabby is a long-time teacher and found a way to turn her subject matter expertise into a business.Full Show Notes and PDF Highlight Reel: YouTube Marketing: How to Use Free Videos to Build a Full-Time Online Business

Jesse Gernigin is a professional stage hypnotist and online freelancer. He used to do up to 200 shows a year and even sold his own products, but realized there was always going to be a ceiling to his earning power. Turning to the world of online work, Jesse applied his performance and sales skills to land freelance work in his spare time. Today he specializes in copywriting for email sequences, sales letters, and crowdfunding campaigns. He shares some of his favorite tactics for figuring out what type of service you can offer, identifying high-value clients, and writing winning proposals.Full Show Notes and PDF Highlight Reel: How to Get Freelance Jobs (Tips from a Professional Hypnotist)

"To build income you can hustle, but to build wealth you need to build something that doesn’t require your hands." That's what this week's guest told me, and then walked me down an interesting path in building that elusive "hands-free" business. His angle? Product licensing.Full Show Notes and PDF Highlight Reel: How to Turn Your Ideas Into Recurring Revenue, with Stephen Key

Carey Green had spent the last 20 years as a pastor, before making the leap into entrepreneurship. As he studied to become a licensed mortgage broker, an idea took hold to put his study notes online. Today Carey helps other aspiring mortgage brokers pass their certification exam, a test he says was the hardest he ever took. That business, which actually derives most of its traffic from YouTube, generates $1000 a week! But Carey didn't stop there.Full Show Notes and PDF Highlight Reel: Case Study: Creating a $1k per Week Online Authority Business and a Service Business From Scratch

Want to get paid to create content? Jason Zook is the undisputed king when it comes to sponsored content. You may know Jason as the IWearYourShirt guy, where he earned over $1,000,000 wearing t-shirts for various companies. He's even sold his last name (twice -- each for $40k+), formerly going as Jason Surfrapp and Jason Headsetsdotcom. In this episode, he shares his tips for getting sponsors for your work, even if you're just starting out. I think you'll like it!Full Show Notes and PDF Highlight Reel: How to Get Paid to Create Content – Even When You’re Just Starting Out

In my recent annual member survey, one of the biggest challenges named was coming up with the right side hustle idea. Over the years, I've been on both ends of the idea spectrum: feeling hopeless in search of a business idea, and (more recently) feeling like there are more ideas than I could ever hope to tackle. Still, if you're in the brainstorming stage, I think this week's podcast session with Don "The Idea Guy" Holliday will help.Full Show Notes and PDF Highlight Reel: Side Hustle Idea Brainstorming: The 7 Rules of Business Idea Generation Plus Live Listener Feedback 

This is the second in what will (at least) be a 2-part series on side hustlers earning income from their land investment endeavors. In this special Friday edition of the show, I'm joined by Chris Pritchard. Chris is a software developer by day, but has built his land investing business up to $1500/mo in recurring revenue. In addition, Chris does the occasional cash flip and also has more than $70,000 worth of land payments under contract. Not bad for a year of dedicated focus and effort!Full Show Notes and PDF Highlight Reel: The Best Passive Income Model: Raw Land INvesting Update (Part 2)

In episode 108 of The Side Hustle Show last year, we met Mark Podolsky, a real estate investor specializing in raw land. He called it "The Best Passive Income Model," because there are no products to build, no tenants or toilets, and you can start without a huge upfront investment. This year, I wanted to feature a couple of listeners who took action based on that episode. The first is my friend Josh Brooks, an Army Battalion Commander and founder of The Enduring Charity Foundation.Full Show Notes and PDF Highlight Reel: The Best Passive Income Model: Raw Land Investing Update (Part 1)