Digital Investors

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 business ownership.Lucy shares the moment she realised the traditional path no longer made sense, why leaving corporate felt emotionally harder than financially risky, and how finding the right entrepreneurial community completely changed her trajectory.Matt also reflects on his own experience leaving a traditional career path 30 years ago to buy a failing manufacturing business, and why surrounding yourself with people who’ve already done what you want to do can accelerate your growth faster than almost anything else.If you’ve ever questioned the path you’re on, or looked at the people ahead of you and thought “I don’t want that life,” this conversation will resonate deeply.In this episode:Why high achievers often feel trapped in “successful” careersThe hidden emotional cost of leaving the traditional pathWhy isolation slows down entrepreneurial growthHow community and mentorship can accelerate successThe mindset shift from career security to skill-set securityWhat Lucy learned transitioning from law into business ownershipWant To Learn How To Digital Skills That Can Replace Your Income and Buy Back Your Lifestyle?You don’t need tech skills or prior experience, just the right strategy and a proven plan. Learn how 6-figure earners are buying profitable online businesses (the smart and safe way in 2026): https://www.ebusinessinstitute.com.au/dip

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Ep 134: Why This 28 Year Old Said "This Is The Perfect Business"

3w ago00:29:57Tap to summarize

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 call… to building recurring revenue and creating a location-independent business he can run from anywhere in the world. You'll hear:How John got his first clientsHow he uses AI for websites, copywriting, and lead generationWhy recurring revenue changes everythingThe mindset shift that helped him move countries and start from zeroWhat young professionals should understand about AI and the future of workThis is one of the most practical and inspiring digital business stories we’ve shared on the podcast.Want To Learn How To Digital Skills That Can Replace Your Income and Buy Back Your Lifestyle?You don’t need tech skills or prior experience, just the right strategy and a proven plan. Learn how 6-figure earners are buying profitable online businesses (the smart and safe way in 2026): https://www.ebusinessinstitute.com.au/dip

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Ep 133: They Replaced Their Corporate Incomes with a 6-Figure Family-First Online Business

4w ago00:30:25Tap to summarize

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 stayed in his accounting role and gradually reduced his hours before making the leap.Together, they’ve built a location-independent business that gives them income, flexibility, and the ability to prioritize family.Tune in to hear:How to transition out of corporate without taking big risksBuilding a digital agency that becomes a real assetAvoiding the trap of building another jobCreating a family-first lifestyle without sacrificing incomeIf you’re looking for a practical, realistic path to leaving corporate and building something of your own… this episode is a must-listen. To see the full-interview, go to: https://www.youtube.com/watch?v=ZgGR0QffNY8Want To Learn How To Digital Skills That Can Replace Your Income and Buy Back Your Lifestyle?You don’t need tech skills or prior experience, just the right strategy and a proven plan. Learn how 6-figure earners are buying profitable online businesses (the smart and safe way in 2026): https://www.ebusinessinstitute.com.au/dip

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Ep 132: Millennials Do THIS to Start an Online Side Hustle for Lifestyle and Freedom

Apr 2800:44:26Tap to summarize

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:The first skill you should learn to start making money onlineHow to “earn while you learn” without quitting your jobWhy AI is forcing everyone to rethink their careerThe fastest path to building a real income AND a sellable assetHow to make this work even if you’ve got kids, a mortgage, and no timeIf you’ve been thinking about starting something on the side…But haven’t made a move yet…This episode will give you the clarity and push you need.Because the worst case isn’t failure.It’s staying exactly where you're at...Want To Learn How To Digital Skills That Can Replace Your Income and Buy Back Your Lifestyle?You don’t need tech skills or prior experience, just the right strategy and a proven plan. Learn how 6-figure earners are buying profitable online businesses (the smart and safe way in 2026): https://www.ebusinessinstitute.com.au/dip

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Ep 131: Millennials Were Sold a Lie… Here’s the New Path to Wealth

Apr 2100:32:37Tap to summarize

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 financial freedom anymore. Rising costs, massive mortgages, and capped salaries are leaving even successful professionals stuck with no real path forward.Instead, he makes the case for building a lifestyle freedom business, one that creates income, flexibility, and control over your time.Inside this episode:Why the “safe” path is actually riskier than everHow a $1M+ mortgage can become a financial anchorThe mindset shift required to break out of the systemWhy digital businesses are the lowest-risk way to startWhat real freedom actually looks like (hint: it’s not flashy)If you’re a high achiever feeling stuck, burnt out, or questioning the path you’re on, this episode will challenge how you think about money, work, and freedom. The old wealth playbook is broken. This is what replaces it.Want To Learn How To Digital Skills That Can Replace Your Income and Buy Back Your Lifestyle?You don’t need tech skills or prior experience, just the right strategy and a proven plan. Learn how 6-figure earners are buying profitable online businesses (the smart and safe way in 2026): https://www.ebusinessinstitute.com.au/dip

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Ep 130: How This Single Mum Turned Divorce Into Financial Independence

Mar 1700:22:59Tap to summarize

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 money to running Surf Stoked Creative — a thriving digital agency pulling in $15,000/month and scaling to $30,000/month.But this isn't just a business success story. It's about what happens when you refuse to let circumstances dictate your future.Audrey started with zero WordPress experience and zero SEO knowledge. She spent 8-9 months listening to our podcast, joined our Digital Investors Program in September 2024, and quit her job by December. Then in March 2025, her partner of 12-13 years moved out. She had the kids, no backup, and a brand-new business to keep afloat.In this interview, you'll discover:→ How she learned WordPress and SEO from scratch while working part-time→ The networking strategy (BNI) that tripled her income in months→ What kept her going through separation and having to move house→ Her crystal-clear lifestyle vision that pulled her through the hard times→ Why digital agencies are sellable assets worth potentially over a million dollars→ Her advice for anyone (especially women) feeling stuck or financially vulnerableThis is required listening if you've ever wondered whether it's really possible to build financial independence through digital skills.Audrey's story proves it is. Even when life throws everything at you."You really just have to keep going and showing up every day. I just kept going and going." - Audrey HillsWant To Learn How To Digital Skills That Can Replace Your Income and Buy Back Your Lifestyle?You don’t need tech skills or prior experience, just the right strategy and a proven plan. Learn how 6-figure earners are buying profitable online businesses (the smart and safe way in 2026): https://www.ebusinessinstitute.com.au/dip

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Ep 129: How This Professor Replaced Their Corporate Incomes in 1-3 Years

Feb 2500:43:35Tap to summarize

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 websites.Silvia watched from the sidelines... then gradually reduced her corporate days from 5 to 3. A few years later, she quit and joined him full-time.Here's what makes their story different: they tried literally everything we teach.Bought content sites.Bought an agency.Went all-in on agency services.Built local lead gen sites. They tested it all.And they found what actually works for a family-first lifestyle business.The results?Replaced both corporate incomesTurned a $200 client into $8,000/month (yes, you heard that right)Used AI to cut their team from 15 people down to just 2Built a real asset they can scale or sellMark was always contrarian in our coaching calls. Didn't follow the standard playbook. And honestly? That's why this interview is so valuable. If you're stuck in the golden handcuffs and thinking "there's gotta be a better way"... this one's for you.Want To Learn How To Digital Skills That Can Replace Your Income and Buy Back Your Lifestyle?You don’t need tech skills or prior experience, just the right strategy and a proven plan. Learn how 6-figure earners are buying profitable online businesses (the smart and safe way in 2026): https://www.ebusinessinstitute.com.au/dip

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Ep 128: Why Your Personal Brand Will Be Worth Nothing (Unless You Fix This)

Feb 500:35:27Tap to summarize

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? Because when YOU are the business, buyers can't replicate you. That fitness influencer with six-pack abs making $150K/month? Nearly impossible to sell to someone who doesn't look like that.The good news? there IS a way to transition.Tune in to hear:• Why personal branding is brilliant for starting out (but becomes a trap later)• The exact moment you need to start planning your transition (hint: way earlier than you think)• How to build "faceless funnels" that convert without your face• The Empire Flippers story—how they deliberately transitioned away from being "The Justin and Joe Show"• How AI and deepfakes are making transitions easier than ever (Greg's AI avatar actually outperforms his real videos)• What buyers need to know before purchasing a personally branded business• When to contact a broker (at least 12 months before you want to sell)Whether you're building a personal brand or thinking about buying one, this episode will be worth your time.Want To Learn How To Digital Skills That Can Replace Your Income and Buy Back Your Lifestyle?You don’t need tech skills or prior experience, just the right strategy and a proven plan. Learn how 6-figure earners are buying profitable online businesses (the smart and safe way in 2026): https://www.ebusinessinstitute.com.au/dip

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Ep 127: Kmart desk to digital media empire (the Owen Rask story)

Jan 2801:12:59Tap to summarize

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-dollar digital empire in one of the most competitive niches online.We dive into what really worked, what failed early on, and how identifying a broken system became the foundation for long-term scale and impact.If you’re interested in online business, digital education, or building something meaningful from scratch, this is an interview you don’t want to miss.Want To Learn How To Digital Skills That Can Replace Your Income and Buy Back Your Lifestyle?You don’t need tech skills or prior experience, just the right strategy and a proven plan. Learn how 6-figure earners are buying profitable online businesses (the smart and safe way in 2026): https://www.ebusinessinstitute.com.au/dip

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Ep 126: Why this is the hottest 2-person business to start in 2026 (it's not an AI business)

Jan 500:46:09Tap to summarize

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 digital agency may be a far better option in that situation, but not in the way most people think about agencies. Digital agencies are one of the easiest and highest cash-flow online businesses heading into 2026, and one of the few business models where you can start from zero, build real digital skills, and potentially grow into a seven-figure or even multimillion-dollar exit.I’m joined by Greg from Empire Flippers, who shares what he’s seeing from serious buyers, why digital agencies are becoming so attractive, and where the biggest opportunities are right now. If you want 2026 to be the year you finally build an income online, this is an interview you don’t want to miss.Want To Learn How To Digital Skills That Can Replace Your Income and Buy Back Your Lifestyle?You don’t need tech skills or prior experience, just the right strategy and a proven plan. Learn how 6-figure earners are buying profitable online businesses (the smart and safe way in 2026): https://www.ebusinessinstitute.com.au/dip

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All episodes

Ep 135: Why The Traditional Career Path Is No Longer Safe or Smart

Ep 134: Why This 28 Year Old Said "This Is The Perfect Business"

Ep 133: They Replaced Their Corporate Incomes with a 6-Figure Family-First Online Business

Ep 132: Millennials Do THIS to Start an Online Side Hustle for Lifestyle and Freedom

Ep 131: Millennials Were Sold a Lie… Here’s the New Path to Wealth

Ep 130: How This Single Mum Turned Divorce Into Financial Independence

Ep 129: How This Professor Replaced Their Corporate Incomes in 1-3 Years

Ep 128: Why Your Personal Brand Will Be Worth Nothing (Unless You Fix This)

Ep 127: Kmart desk to digital media empire (the Owen Rask story)

Ep 126: Why this is the hottest 2-person business to start in 2026 (it's not an AI business)