That Entrepreneur Show

The Fear of Being Poor Again + Website Investment Strategies with Matt Raad

Matt Raad · May 16, 2024

Entrepreneur · Finance · Leadership · Artificial Intelligencein

Interview with Matt Raad

The Fear of Being Poor Again + Website Investment Strategies with Matt Raad

Podcast: That Entrepreneur Show

May 16, 2024

It is time for another value-filled show with a lights-out entrepreneur! Areas of discussion with Matt include: -The fear of being poor again -Why he loves digital assets -CF first, invest later on -Problems with holding physical inventory -Challenges with selling…

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Key topicsNo Followers, No Problem: How Millennials Are Building A Successful Future-Proof IncomeMost online income advice tells millennials the same thing: start a YouTube channel, grow an audience, post every day, build a personal brand. For a lot of people, that advice is exhausting before it even begins. Matt Raad offers a fundamentally different model, one where you don't need followers, a camera, or a content calendar to build real online income. Drawing on decades of buying and growing websites that already have traffic and revenue, he talks about why buying digital assets is the smarter, quieter alternative to the creator grind, and why more millennials who hate the idea of "going viral" are building serious cash flow without ever putting themselves on camera. Digital real estate is the asset class priced out millennials can still enter Real estate has become the wealth-building default, but for younger investors the numbers often do not stack up without huge debt and years of pressure. Matt introduces a different asset lens: websites and online businesses can be bought, improved, monetised, and sold without needing a million-dollar mortgage. Because he and Liz have spent 18 years applying business renovation principles to websites, he can explain the mechanics in plain language rather than hype. This gives investing and FIRE audiences a fresh conversation about ownership when property feels increasingly out of reach. The new burnout is earning good money and still feeling trapped Many burnt-out professionals are not failing financially on paper, yet they still cannot see a path to freedom because the mortgage, rent, commute, childcare, and career pressure consume everything they earn. Matt sees this pattern in millennials, vets, engineers, FIFO workers, teachers, and professionals who look successful but feel boxed in. He can speak to the moment when someone realises a pay rise will not solve the deeper problem because they still do not own the engine producing their income. That makes this a strong fit for lifestyle, career-change, and freedom-focused podcasts. View all topics →

About Matt Raad

Digital Investor and Educator on Building Online Income for Life on Your Terms

30 Years Entrepreneur & business investorSince 2008 Website investing pioneer100–800 Live & online event audienceseBusiness Institute CEO & Co-Founder

Matt Raad is a 30-year entrepreneur, digital investor, and CEO & Co-Founder of eBusiness Institute, Australia’s leading digital skills training organisation. After starting his career as a zoologist studying kangaroos in the Australian outback, Matt rejected the conventional path and built wealth with his wife Liz by buying, growing, and selling businesses instead of relying on property, a corporate career, or the traditional wealth playbook.

Eighteen years ago, Matt and Liz took that same business-buying approach online and became pioneers in buying, renovating, and selling websites as digital real estate. Today, Matt is one of the leading voices helping millennials, burnt-out professionals, and aspiring entrepreneurs build AI-leveraged digital businesses they own, control, and can one day sell as 6–7 figure assets.

Matt’s message is especially timely for a generation that has been sold a path that no longer works: expensive degrees, insecure careers, unaffordable property, and income that disappears the moment they stop working. Through eBusiness Institute and the Digital Investors Podcast, he teaches people how to earn while they learn, use practical digital and AI skills, create cashflow from home, and build real future security through ownership.

A regular guest on major business and wealth podcasts including Rich Dad Radio, Entrepreneurs on Fire, and RASK, Matt brings a rare mix of contrarian thinking, practical strategy, and lived experience.

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About this episode

It is time for another value-filled show with a lights-out entrepreneur!

Areas of discussion with Matt include:

-The fear of being poor again

-Why he loves digital assets

-CF first, invest later on

-Problems with holding physical inventory

-Challenges with selling brick-and-mortar businesses

-Flipping houses vs flipping websites (without the huge downpayment)

-How did you discover your website investing strategy?

Welcome back to That Entrepreneur Show! If you enjoy the show, please subscribe for weekly episodes and rate the show 5 stars to help others join our conversations!

Discover the unconventional journey ofMatt Raad, a self-made entrepreneur who transformed from zoologist to digital mogul.

With over 27 years of experience, he's mastered the art of buying, building, and selling businesses, focusing on lucrative website investments. Now, he shares his secrets, teaching others how to attain six and seven-figure incomes online. Join us as Matt reveals his strategies for financial independence in the digital era, offering insights gleaned from multimillion-dollar mergers and acquisitions.

Tune in to learn how Matt empowers thousands through his eBusiness Institute, shaping the future of digital entrepreneurship.

Got a burning question for our host or guest? We'd love to hear from you! Email Danica at PodcastsByLanci@gmail.com to kickstart the conversation.

Stay connected with us on social media! You can find us at @ThatEntrepreneurShow on all platforms. For more information about our show and our guests, visit www.vincentalanci.com.

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Music Credits: Adventure by MusicbyAden | https://soundcloud.com

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See you next week and thanks for spending part of your day with us.

Guest: Matt Raad