PODCAST · business
Digital Investors
by Matt and Liz Raad
The Digital Investors Podcast is your guide to achieving financial independence through online businesses, showcasing stories and strategies of real people who have transitioned to online income and built high cash-flow portfolios in the new digital economy. Discover how you can: quit your job with online businesses, buy websites, build and grow websites for significant income, build alternative digital assets to traditional real estate, create the perfect side hustle or additional income streams. Hosted by Matt Raad and Liz Raad – successful website investors, angel investors, and digital educators who have trained thousands of entrepreneurs the digital skills to generate income online. In this podcast, they reveal their strategies for success in buying, building, renovating and selling websites, and interview real people from all walks of life who have bought and grown online business, earning from thousands per month to millions. Listen now for education, ideas and inspirat
Episodes
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Ep 150: Mum of Triplet Makes $48,000 From Her Side Hustle Digital Agency
Sarah works 24-hour shifts as a firefighter, is raising triplet teens, and made just over $48,000 from her digital agency. In this episode, she explains how she made time for the business, built her work into 80-minute blocks, and why telling people what she could do lead to a five-figure website...
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Ep 149: 7 lessons from selling $7 million worth of websites
After roughly 300 website deals and more than $7 million in sales, Joe Burrill has learned what makes one website highly valuable while another struggles to find a buyer. In this episode, Matt Raad sits down with Joe to unpack what buyers are actually looking for in today’s market. Joe shares the...
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Ep 148: How He Built a Six-Figure AI Branding Side Business
What does AI say about you when someone searches your name? For high-level founders, executives and private equity professionals, the wrong answer can cause serious damage to their reputation and business. In this episode, Matt Raad speaks with Champions student Joe, who has built a six-figure...
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Ep 147: From Rock Bottom to Six Figures: Lucy’s Incredible Comeback Story
Lucy built the foundations of a six-figure business from a hospital bed. Not metaphorically. Literally. After her health collapsed, Lucy and her partner Reefe were forced to shut down their solar business, move in with family and face some very dark financial moments, all while raising two young...
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Ep 146: Could Digital Advising Be Your Ticket Out of the 9-to-5?
Could learning one practical digital skill become your ticket out of the 9-to-5? And could learning these digital skills actually give you the income and freedom you're looking for? It did for Steph but it wasn't always like that. Steph was a teacher who had become frustrated with where she was…
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Ep 145: How We're Using AI to Build Lifestyle Freedom Businesses
AI is changing what’s possible for everyday people who want to build a Lifestyle Freedom business. In this episode, Matt Raad sits down with Lucy Wood to unpack how they’re using AI inside the eBusiness Institute to help beginners build, buy and grow profitable online businesses faster than ever...
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Ep 144: Why This 25-Year-Old Engineer Walked Away from a $105k per Year Salary to Do This...
At 25, Henry was earning $105,000 a year as an electrical engineer. He had a career most young adults want and would be afraid to leave. But what if leaving was one of the best things he did? In this interview, you'll hear why he left his "safe" engineering job, how he got the confidence to quit....
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Ep 143: The 2 Paths to Earn $30K a Month Online for Driven Professionals
Most people think earning an income online means starting an -e-commerce business, doing dropshipping, or selling cheap digital products. In this interview, Matt Raad break down the two proven pathways him and Liz have used to help hundreds of people make money online. If you want to escape the…
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Ep 142: This Online Side Hustle Makes Him $20,000 A Month On His Days Off
12 months ago Josh hit $5,000 a month from his side hustle. Today he's at $20,000 a month! And he's done it as a FIFO worker while still finding time to be a husband and dad of three. He hasn't just built himself another job either... What he has built is almost worth 7-figures if he were to…
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Ep 141: Should You Invest In Property Or Start An Online Business?
In this episode, Matt Raad and Steph break down why digital business is the smarter bet in 2026. Steph shares how she replaced her job income within a year, running a solo digital agency with one contracted tech person and AI. Matt tells the story of Alyssa, a 19-year-old who built websites for...
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Ep 140: Freedom Is The New Rich
What does financial freedom actually mean in 2026, and what does it really take to get there? In this episode, Lucy interviews Matt Raad and asks the questions most educators in this space avoid. What is a realistic timeframe for someone starting from scratch? What does it cost before it pays you...
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Ep 139: Before You Quit Your Job To Earn Online, Listen To This First
In this interview, I share the truth behind building an online business... not the polished version, but the real journey. The doubts. The mistakes. The messy middle. And the practical steps I’d take if I were starting again today. This is what I’d tell my 30- to 40-year-old self before starting...
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Ep 138: The Simple Business Model For Burnt Out Professionals
Two years ago, Steph never imagined she would own a business. Like many people, she thought business meant stress, staff, overheads, debt, and a huge amount of risk. But after learning from Matt and Liz Raad, she discovered a very different way to start. An online business that could be built…
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Ep 137: From Burnt-Out Lawyer to Freedom Business in 18 Months
Lucy spent 8 years as a corporate lawyer before realizing the traditional career path wasn’t going to give her the lifestyle, freedom, or family time she wanted. In this episode, Matt Raad sits down with Lucy to talk about how she and her partner Reefe built an online lifestyle business, 4X’d…
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Ep 136: Did AI Kill Website Buying? The New Rules For Buying Websites In The Age Of AI
In this episode of the Digital Investors Podcast, Matt Raad sits down with Steph to answer a question many people are asking right now: Can you still buy websites in the age of AI and Google changes? The answer is yes, but the rules have changed. Matt explains why some content sites are now much...
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Ep 135: Why The Traditional Career Path Is No Longer Safe or Smart
What happens when you realise the people ahead of you in your career still don’t have the life you want? In this episode, Matt Raad sits down with Lucy Wood, a former lawyer who walked away from an 8-year legal career and $60K in student debt to build a completely different future through…
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Ep 134: Why This 28 Year Old Said "This Is The Perfect Business"
John was a large animal vet in Ireland with no business experience, no network, and no technical background. Then he moved to Australia and decided to back himself. Nine months later, he hit his first $20,000 month building websites for local businesses using AI. In this episode, Matt Raad sits...
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Ep 133: They Replaced Their Corporate Incomes with a 6-Figure Family-First Online Business
What happens when a mum of three with zero experience decides she doesn’t want to go back to her 9–5? In this episode, Matt Raad sits down with Jing Liu and Matt Jones to break down how they built a six-figure digital agency from scratch, while raising three young kids and transitioning out of...
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Ep 132: Millennials Do THIS to Start an Online Side Hustle for Lifestyle and Freedom
You don't need more time or more money to start a business. In this episode, Steph (a former teacher who went from burned out, time-poor, and stuck in a 9–5… to replacing her full-time income in just 12 months using digital skills) interviews Matt Raad, co-founder of eBusiness Institute. They…
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Ep 131: Millennials Were Sold a Lie… Here’s the New Path to Wealth
What if everything you were told about building wealth… was wrong? In this episode, Matt Raad breaks down why the traditional path, go to university, get a stable job, buy property, is no longer working for most millennials. After coaching thousands of students and sitting down with Steph, a…
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Ep 130: How This Single Mum Turned Divorce Into Financial Independence
What would you do if your world fell apart overnight? If you suddenly became a single parent with two young kids, no family nearby, and no financial safety net? That's exactly what happened to Audrey Hills in the middle of building her digital agency. In this episode, Audrey shares one of the…
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Ep 129: How This Professor Replaced Their Corporate Incomes in 1-3 Years
Mark was a chemistry professor. Silvia was a manager at a nonprofit. Both were well-paid professionals... and both were completely burnt out. The office politics. The endless meetings. The asking permission for holidays. The commute. All while trying to raise a family. Mark jumped first. Quit his...
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Ep 128: Why Your Personal Brand Will Be Worth Nothing (Unless You Fix This)
Everyone's building personal brands right now. But here's the problem nobody talks about: they're almost impossible to sell. In this episode, I sit down with Greg Elfrink from Empire Flippers, a company that's sold over 2,500 online businesses and helped create 93 millionaires through exits. Greg...
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Ep 127: Kmart desk to digital media empire (the Owen Rask story)
He had no experience, no audience, and no roadmap. Today, Owen Rask runs one of Australia’s largest financial education businesses, with 750,000 podcast listens a month, over 35,000 students, and $50 million in funds under management. In this episode of the Digital Investor Podcast, Owen shares…
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Ep 126: Why this is the hottest 2-person business to start in 2026 (it's not an AI business)
Everyone is talking about starting an AI business - zero code, zero employees, and a $1M outcome. And while that can be true, it usually assumes you have 40+ hours a week to learn AI from the ground up. But what if you don’t? What if you’re working a full-time job, have kids and family…
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Ep 125: Listen to this if you want to sell your digital agency or online business one day
If you want to sell your online business or digital agency one day, you have to understand 3 things: 1) How big buyers actually think 2) What buyers look for in a digital agency And 3) how to increase your agency valuation ... so it's not just an asset that brings in cash flow but one that pay…
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Ep 124: The 42-Minute Workday Outsourcing for Beginners System
How do you run an entire business in 42 minutes a day? By using international Virtual Assistants. But not in the way you think. In fact, everything you know about hiring and working with VAs is wrong. In this episode, Matt Raad interviews Josh Thomas, who built four seven-figure businesses using…
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Ep 123: How to Turn Your Passion Blog Into Millions (Most People Miss This...)
What if your hobby or passion blog could sell for seven figures? Most people laugh at that idea. "Passion blogs don't scale," they say. "They're just hobbies." What if they're wrong? I've brought in someone who's proven it over and over again. Fiona Laidlaw, Regional Director for Asia Pacific at...
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Ep 122: Chelsea Clarke turned $8k into $130k in 3 months (full strategy revealed)
What if you could turn $8,000 into $130,000 in just three months? That's exactly what today's guest, Chelsea Clarke, accomplished with a single website flip - and she made an additional $25,000 in revenue while she owned it. Chelsea is the founder of Niche Investor, a boutique website marketplace...
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Ep 121: Nobody is talking about this... How this busy dad makes $2200/mo in true passive income using AI
My guest today is short on time and didn't have the cash to invest in real estate, so what did he do? After listening to the Robert Kiyosaki Rich Dad podcast with Matt Raad, he decided to go the route of digital real estate and make small investments there, and gain some passive income. In less...
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Ep 120: FIFO Worker Makes $5000 Per Month On His Days Off
16-hour shifts. 3 kids. And no tech skills. That was Josh's reality. Yet, he still turned his spare time and days off into a nice $5,000 per month. Today, you'll hear how he did it and what you can do today if you want to start a side business without quitting your full-time job. Learn the Online...
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Ep 119: How She Bought a Digital Agency with 28 Paying Clients
Twelve months ago, Steph knew nothing about buying businesses. Today? She owns one - purchased for an amazing price - and she’s on track to pay off the investment in just a few months. In this episode of the Digital Investors Podcast, Steph breaks down exactly how she found the deal, handled...
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Ep 118: Ex-Police Officer Makes $60k with Part-Time Online Business
From gruelling 70+ hour police shifts to earning $60K in his first year building websites, working just 15 hours a week! Rhys walked away from the force to reclaim family time, launching a local digital agency that quickly ranked #1 through SEO and attracted 20+ clients. In this episode of the...
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Ep 117: The Great Digital Agency Gold Rush Is Coming....
The next great gold rush isn’t in crypto, AI, or NFTs… It’s in small, high-margin digital agencies and the smart operators are quietly cashing in. In this episode of the Digital Investors Podcast, Matt Raad interviews Fiona Laidlaw, senior M&A broker at Flippa, to reveal why digital agencies are...
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Ep 116: How They Built a Million Dollar Digital Agency in 2 Years
What if you could quit your job, work from home, and build a million-dollar business in just two years? Derek and Courtney did exactly that, while raising two kids and starting from scratch with zero capital. In this episode, you'll hear how they left high-pressure corporate roles to launch a...
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Ep 115: Ex-Teacher Makes Over $70K and Replaces Her Income In 12 Months
Steph was living the dream, or so it looked on paper. A secure teaching job. Two beautiful kids. A loving husband. But behind the scenes? She was drowning, exhausted and stuck... wondering if this was really it. Then her brother took the Digital Investors Program, and told her to do the same. The...
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Ep 114: Bill Gallagher Shares 5 Exit Lessons From Scaling 3 Companies Past $1Billion
Bill Gallagher has coached 11+ companies to $100M+ exits in 12 years. Three of those hit $1 billion in value. But in this exclusive interview, he shares his most painful business mistake - one that cost him $2 million out of pocket and a potential $250 million exit. Tune in to hear: - The #1 exit...
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Ep 113: How She Bought 4 Websites That Average $8000 Per Month With Just Two Hours of Maintenance A Week
Ashlene was working 60-80 hours a week and thought "I can't keep doing this, there must be a better way to make money." Then she heard us on The Rich Dad Poor Dad podcast, signed up for our free masterclass, bought a small website, then grew from there. Today she has 4 websites that makes her...
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Ep 112: How to Buy Online Businesses in 2025 with Greg Elfrink (Empire Flippers)
Where are the biggest opportunities in buying and selling online businesses right now? In this interview, Matt Raad interviews Greg Elfrink, head of marketing at Empire Flippers who’s helped create over 100 millionaires, to share what’s working, what’s changed, and how to buy profitable online...
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Ep 111: How Captain FI Achieved Financial Independence and Retired at 30
In this episode of the Digital Investor Podcast, we sit down with Captain FI, a former military pilot who reached financial independence and retired at age 30. But here’s the twist…It wasn’t just index funds and frugal living that got him there. It was a passion blog that turned into a six-figure...
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Ep 110: How This 19 Year Old Earned Her First $11,890 in One Month
A few months ago, Alyssa was working two part-time jobs (retail and lifeguarding) making $18/hour. 6 months after quitting university, she made almost $12,000 in just one month. Here are the lessons she learned. Learn the Online Income Skills That Can Make $10k/mo from your laptop? You don’t need...
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Ep 109: How He Built A $25K/Month Online Business with 5 Clients
In this episode, we sit down with Greg O’Rourke... jazz guitarist, digital entrepreneur, and graduate of the eBusiness Institute... to unpack how he built financial freedom through multiple online strategies. Greg shares how he: Grew his passion project, Fret Dojo, into a $10K/month semi-passive...
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Ep 108: How This Ex-Lawyer and Electrician Built A 6-Figure Lifestyle Business In 12 Months
What would you do if a sudden health crisis forced you to shut down your business, quit your job, and move in with your parents… with two young kids to support? That’s exactly what happened to Lucy and Reefe when illness struck and Doctors couldn’t figure out what’s wrong. In short, they had to...
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Ep 107: Is It Still Worth Buying Online Businesses in 2025? CEO of Empire Flippers Shares All
In a world where anyone can list a website for sale, Empire Flippers accepts only 5% of submissions. Why? Because their marketplace has become the gold standard for serious buyers. Every listing undergoes rigorous verification through APIs, financial checks, and seller background screening. In…
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Ep 106: From Zero to 6-Figures and Financial Independence: Captain FI’s Untold Story
How do you go from flying planes to quietly building one of Australia’s most successful FIRE blogs, all without revealing your identity? In this exclusive episode, Captain FI joins Matt at eBusiness Institute for the very first time on camera to reveal his identity and the real story behind his...
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Ep 105: How This Engineer Built a 6-Figure Lifestyle Business In 6 Months
How do you walk away from a $160K-a-year corporate job, take a gap year with your young family, travel around Australia… and then, within six months, build a high six-figure freedom business? In this inspiring episode, we sit down with Luke, a former engineer turned digital entrepreneur, who did...
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Ep 104: How They Built A 6-Figure Laptop Lifestyle Business While Exploring Australia
Imagine quitting your job, buying a bus and travelling full time, all whilst still earning a 6 figure income. Chris and Bec have been paid to travel the world for the last 5 years, earning remote income and literally living the laptop lifestyle. Today we are going to find out what that journey…
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Ep 103: What Every Parent Needs to Know About Gen Z, AI and Their Future Careers
If your child was born between 1997 and 2012, this could be the most important conversation you have together. In this powerful episode, you’ll meet Jack Smart—a Gen Z entrepreneur who skipped university and built a successful business using AI and digital skills. No degree. No debt. No waiting…
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Ep 102: Should You Buy or Build Websites? One Choice Creates Freedom. The Other… Frustration
Should you buy a website that’s already making money… or build one from scratch in 2025? We have taught thousands of people how to buy neglected websites and turn them into 6- and 7-figure digital assets. And in this episode, you're going to learn what most people get wrong when buying websites…
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Ep 101: How Beginners Are Buying Online Businesses In 2025
Want to buy an online business but worried about getting scammed or making an expensive mistake? That’s why I bought on Joe Burrill, a top-rated Flippa broker with $6M in deals, to show you the exact steps beginners can take to buy a profitable online business in 2025. In this episode, we cover…
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ABOUT THIS SHOW
The Digital Investors Podcast is your guide to achieving financial independence through online businesses, showcasing stories and strategies of real people who have transitioned to online income and built high cash-flow portfolios in the new digital economy. Discover how you can: quit your job with online businesses, buy websites, build and grow websites for significant income, build alternative digital assets to traditional real estate, create the perfect side hustle or additional income streams. Hosted by Matt Raad and Liz Raad – successful website investors, angel investors, and digital educators who have trained thousands of entrepreneurs the digital skills to generate income online. In this podcast, they reveal their strategies for success in buying, building, renovating and selling websites, and interview real people from all walks of life who have bought and grown online business, earning from thousands per month to millions. Listen now for education, ideas and inspirat
HOSTED BY
Matt and Liz Raad
CATEGORIES
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Frequently Asked Questions
How many episodes does Digital Investors have?
Digital Investors currently has 149 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.
What is Digital Investors about?
The Digital Investors Podcast is your guide to achieving financial independence through online businesses, showcasing stories and strategies of real people who have transitioned to online income and built high cash-flow portfolios in the new digital economy. Discover how you can: quit your job with...
How often does Digital Investors release new episodes?
Digital Investors publishes regularly with 149 episodes available. Check the episode list for the typical release schedule.
Where can I listen to Digital Investors?
You can listen to Digital Investors on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.
Who hosts Digital Investors?
Digital Investors is created and hosted by Matt and Liz Raad.
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