Digital Investors

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 sell. So, how did he do it and how can you? That's what we'll be sharing in this interview. You'll hear how...

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 local businesses in a small country town and had her husband join her within 18 months. You'll hear why...

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 back? And what is the first financial goal actually worth chasing? Matt shares why websites are not pa...

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 online. Learn the Online Income Skills That Can Make $10k/mo from your laptop? You don’t need tech skil...

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 from home, with no staff, no physical inventory, and no massive upfront investment. In this episode, Matt...

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 their income in 18 months, and created a business that lets them work fewer days while being more present...

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 riskier, what he would avoid buying in 2026, and why the best opportunities are often older, establishe...

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 business ownership. Lucy shares the moment she realised the traditional path no longer made sense, why leaving...

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 down with John to break down exactly how he did it, from getting told to F off on his very first cold ca...

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 corporate life. Jing started the business during maternity leave with no technical skills, while Matt sta...

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 break down exactly what most millennials are getting wrong right now and what to do instead. You’ll learn:...

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 former high school teacher turned digital entrepreneur, Matt shares a hard truth: high income doesn’t equal...

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 most powerful transformation stories I've ever witnessed. From part-time account manager earning modest mo...

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 professor job and joined our course. Replaced his academic income in year one by buying and renovating...

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 drops a shocking stat: out of all those deals, only FIVE were personally branded businesses. Why? Beca...

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 how he went from working in corporate and starting with zero experience to building a multi-million-doll...

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 commitments, and only have 8-12 hours a week to work on a side hustle? In this episode, we talk about why a digit...

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 you 2-3x your annual profit if you do decide to exit in the future. That's why in this episod...

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 a simple VA system. Learn the Online Income Skills That Can Make $10k/mo from your laptop? You don’t ne...

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 Flippa, senior M&A broker, and absolute legend at selling seven-figure online businesses. She's bee...

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 that rejects 50% of submissions to maintain quality. She's also the founder of Her Paper Route and has...

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 than 10 months, my guest's initial investment has paid for itself and while he's at his day job, with hi...

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 Income Skills That Can Make $10k/mo from your laptop? You don’t need tech skills or prior experience,...

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 negotiations, and made her first acquisition happen. She also shares her ambitious plan to hit $30k/month a...

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 Digital Investors Podcast, Rhys reveals how focusing on regional areas and face-to-face connections lead...