Digital Investors

Digital Investors

By Matt and Liz RaadBusinessEntrepreneurship
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Digital Investors episodes

  • 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 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. T
    • hey tested it all.

    And they found what actually works for a family-first lifestyle business.

    The results?

    • Replaced both corporate incomes
    • Turned a $200 client into $8,000/month (yes, you heard that right)
    • Used AI to cut their team from 15 people down to just 2
    • Built a real asset they can scale or sell


    Mark 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.

    Learn the Online Income Skills That Can Make $10k/mo from your laptop?

    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

    44 min
  • 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 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.

    Learn the Online Income Skills That Can Make $10k/mo from your laptop?

    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

    36 min
  • 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 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.

    Learn the Online Income Skills That Can Make $10k/mo from your laptop?

    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

    1 hr 13 min
  • 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 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.

    Learn the Online Income Skills That Can Make $10k/mo from your laptop?

    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

    47 min
  • 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 you 2-3x your annual profit if you do decide to exit in the future.

    That's why in this episode of the Digital Investor Podcast, I'm sitting down with Dom Wells, founder and CEO of Onfolio, a NASDAQ-listed company that acquires online businesses and digital agencies.

    He's going to share what large buyers actually look for when acquiring online businesses and digital agencies, why have digital agencies have become so attractive, and what separates businesses that are easy to buy from those that struggle to exit.

    Learn the Online Income Skills That Can Make $10k/mo from your laptop?

    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

    47 min
  • 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 a simple VA system.

    Learn the Online Income Skills That Can Make $10k/mo from your laptop?

    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

    37 min
  • 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 Flippa, senior M&A broker, and absolute legend at selling seven-figure online businesses.

    She's been in the trenches for years.

    She's seen promising sites die on the vine.

    She's also watched passion projects transform into multimillion-dollar exits.

    The difference? Most blog owners miss this...

    Today, Fiona's sharing the truth about passion-driven sites:

    • Which ones actually become multimillion-dollar exits (and why)

    • Which ones stay small forever (the warning signs are obvious once you know them)

    • The unseen signals that separate a hobby from a real digital asset worth millions

    There's a cautionary tale buried in this conversation. The kind that only comes from someone who's watched hundreds of deals unfold. Some that made fortunes. Others that crashed and burned.

    If you're building a passion-driven site right now, this interview will either validate everything you're doing... or completely change your strategy.

    If you're not building one yet? Today might be the day you start.

    The opportunity is massive. And most people are missing it entirely.

    Learn the Online Income Skills That Can Make $10k/mo from your laptop?

    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

    42 min
  • 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 that rejects 50% of submissions to maintain quality. She's also the founder of Her Paper Route and has been buying and selling websites for years, specializing in the $10K-$50K range that's perfect for beginners.

    In this episode, Chelsea reveals her exact strategy for the legendary Black Friday flip, why email lists are more valuable than traffic, and the specific "diamond in the rough" indicators she looks for when buying websites.

    If you're interested in website investing, digital asset flipping, or building semi-passive income through content sites, listen to this interview.

    Learn the Online Income Skills That Can Make $10k/mo from your laptop?

    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

    34 min
  • 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 than 10 months, my guest's initial investment has paid for itself and while he's at his day job, with his kids, or sleeping, his digital real estate is making him money ($2,200/month). Tune in to hear how he found these websites, what kind of websites he bought, how much he paid for them, and what he did to fix them up using AI.

    Learn the Online Income Skills That Can Make $10k/mo from your laptop?

    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

    40 min
  • 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 Income Skills That Can Make $10k/mo from your laptop?

    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

    40 min

About Digital Investors

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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…

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