Scaling Up Business with Bill Gallagher

Interview with Matt Raad

Matt Raad · August 20, 2025

Entrepreneur · Finance · Leadership · Artificial Intelligencein

Interview with Matt Raad

Interview with Matt Raad

Podcast: Scaling Up Business with Bill Gallagher

August 20, 2025 · 48 min

Listen to Matt Raad on Scaling Up Business with Bill Gallagher.

Listen

Interview with Matt Raad
0:00 / --:--
Scaling Up Business with Bill Gallagher

GO TO APPLE PODCASTS →

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

Matt Raad, podcast guest

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.

View profile →

About this episode

Should You Build a Business from Scratch or Buy One that’s Already Working?

In this episode, Bill sits down withMatt Raad, founder of the eBusiness Institute and veteran business buyer, to explore the world of digital acquisition, business turnarounds, and intentional exits. From a humble start in zoology and manufacturing to flipping multi-million dollar websites, Matt’s journey highlights how you can build wealth through strategic business acquisitions.

Topics explored in this episode:

(07:00) Buying a Bankrupt Business

*Working with a shady accountant, buying a bankrupt business, and the accidental M&A lesson.

*Early inspiration from Zig Ziglar, Brian Tracy, and “What They Don’t Teach You at Harvard Business School.”

(10:30) Turnarounds that Worked and One That Didn’t

*Why Matt’s retail experiment failed.

*The power of simply raising prices and boosting sales.

*Preparing a business for exit with minor tweaks, not reinvention

(20:20) Discovering the Digital Goldmine

*Moving from bricks and mortar to passive digital income.

*Why Matt avoided eCommerce and leaned into affiliate websites.

*How his first $20k website changed everything.

(26:00) Built to Sell: Why Your Exit Strategy Starts Now

*Sell on the way up, not at the peak.

*Most founders wait too long and lose their best valuation.

(31:50) Equity, Earnouts, and Strategic Sales

*PE vs. strategic buyers: which gets you the better multiple?

*Stories of regret from entrepreneurs who sold equity too early.

*How smart PE groups structure incentives for better exits.

(41:55) Shared Ownership Isn’t Always a Bad Thing

*Why giving shares to store managers and salespeople drives better performance.

*A proven incentive structure from one of Matt’s mentors.

Thanks to Matt Raad for being on the show!

Learn more about Matt: https://www.ebusinessinstitute.com.au/

Listen to Matt’s podcast: https://www.digitalinvestors.com/podcast/

Bill Gallagher, Scaling Coach and host of the Scaling Up Business podcast, is an international business coach who works with C-Suite leaders to achieve breakthrough growth.

Join Bill in the Growth Navigator Coaching Program: https://ScalingCoach.com/workshop

Bill on LinkedIn: https://www.LinkedIn.com/in/BillGall

Bill on YouTube: https://www.YouTube.com/@BillGallagherScalingCoach

Visit https://ScalingUp.com to learn more about Verne Harnish, our team of Scaling Up Coaches, and the Scaling Up Performance Platform, which includes coaching, learning, software, and summit. We share how the fastest-growing companies succeed where so many others fail. We help leadership teams with the biggest decisions around people, strategy, execution, and cash so that they can scale up successfully and beat the odds of business growth.

Did you enjoy today’s episode? If so, then please leave a review! Help other business leaders discover Scaling Up Business with Bill Gallagher so they, too, can benefit from the ideas shared in these podcasts.

Subscribe via Spotify: https://spoti.fi/3PGhWPJ

Subscribe via Apple Podcasts: https://apple.co/3PKe00u

Bill on Facebook: https://www.facebook.com/billgall/

Bill on Twitter/X: https://x.com/billgall

This episode was produced by Story On Media: https://www.storyon.co/

Mentioned in this episode:

PhD Research on CEOs

Quick favor: I'm in the middle of my doctoral research, and I need CEOs

Here's the question: is there a point where working more hours actually indicates a worse leader? Nobody has measured it. I'm measuring it.

If you're a CEO or president with at least ten people in the business and three direct reports, it takes just a few minutes. And Your team answers a few anonymous questions.

What you get back is a report comparing how you rate yourself to how your team rates you. That gap is usually the interesting part.

ScalingCoach.com/study

Guest: Matt Raad

Book Matt Raad for your show

92+ podcast & stage appearances. Remote or in studio, broadcast-grade audio.

Request an interview →