Digital Investors

Myles Flott was on track for a leadership career in cybersecurity, but his high salary came with weeks away from his young daughter. So he and Matt Raad mapped out a two-to-three-year exit plan. Twelve months later, Myles had resigned. In this episode of Digital Investors, Myles explains how he learned website development after hours, built his first sites for free, and found paying clients withou...

For almost 15 years, Firlie and Raegan tried different ways to make business work. They built and managed e-commerce websites, experimented with different opportunities, and eventually reached a point where they felt unfulfilled and stuck. So they sold their websites and started again, with zero cash flow and no clear plan. Twelve months later, their digital agency had generated $154,000. In...

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 project with a major East Coast company. Sarah also talks about the belief that held her back, the cha...

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 story behind a $275,000 all-cash website sale at approximately a 3.3x multiple and explains why the bu...

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 digital service business helping clients take control of their online narrative. Joe combines AI, persona...

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 boys. But instead of waiting for life to get easier, Lucy started learning digital skills from her hosp...

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 at. But instead of staying put, she decided to learn digital skills. Specifically, she learned how to bu...

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 before. You’ll discover how AI is helping students complete work that once required entire agency teams...

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. And how he's on track to making $15,000 from his new online business. If you're in a well-paid job tha...

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 9-5 or corporate grind, learn AI & digital skills, build a lifestyle income business remotely,...

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...