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Matt Raad

Matt Raad

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

EntrepreneurFinanceLeadershipArtificial Intelligence
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Matt Raad Podcast Episodes

The Chris Voss Show

The Chris Voss Show

The Chris Voss Show Podcast – Unlock Financial Freedom: Matt Raad’s Guide to Buying Online Businesses

September 24, 2024

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About this episode

Unlock Financial Freedom: Matt Raad’s Guide to Buying Online Businesses

eBusiness Institute: ebusinessinstitute.com.au

Digital Investors Podcast: DigitalInvestors.com

About the Guest(s):

Matt Raad is an accomplished entrepreneur and investor known for his unconventional approach to achieving financial freedom. Starting with a background in zoology, Matt and his wife Liz transitioned into the world of business, building a high cash flow portfolio by buying, renovating, and selling websites. As co-founders of eBusiness Institute, they are pioneers in teaching beginners how to generate significant income through digital asset investment. With over 27 years of experience, they have successfully turned their passion for digital businesses into a thriving educational enterprise.

Episode Summary:

In this insightful episode of The Chris Voss Show, host Chris Voss chats with Matt Raad, co-founder of eBusiness Institute. Matt shares his unconventional journey from being a zoologist to becoming a digital entrepreneur, discussing how he and his wife Liz built a multimillion-dollar portfolio by buying and selling websites. This episode is a treasure trove of knowledge for anyone looking to break free from the traditional 9-to-5 grind and explore the lucrative world of digital businesses.

Matt Raad dives into the specifics of how his unique model of buying and renovating websites can offer financial freedom and high cash flow. He emphasizes the benefits of digital assets, the ease of managing online businesses compared to traditional brick-and-mortar setups, and the opportunities available even for total beginners. This episode is packed with actionable insights, including due diligence, the initial investment required, and the potential for passive income.

Key Takeaways:

Transitioning from Zoology to Digital Entrepreneurship: Matt shares his inspirational journey from studying zoology to mastering the art of buying and selling online businesses.

Benefits of Digital Assets: Insight into why digital assets are superior to traditional real estate, especially in terms of investment risk and cash flow potential.

Getting Started With Minimal Investment: Learn how you can begin your journey in website investment with as little as $5,000 and scale it to a six or seven-figure income.

Importance of Due Diligence: Emphasizes the critical role of due diligence in buying websites to minimize risks and ensure profitable investments.

Opportunity for Passive Income: Understand how owning niche websites can provide consistent and significant passive income.

Notable Quotes:

“You wanted the best. You’ve got the best podcast. The hottest, hottest podcast in the world. The Chris Voss Show.”

“What we teach is a way to do it so that you can do it as a bit of a side hustle so you don’t have to quit your job straight away.”

“With online businesses, you can start out really small and you can just learn the ropes and if you like it, then you go to the next level.”

“Seriously, you could just take a year off work, for way less than what they’ve put into a donut shop and have a crack at this.”

“We’ve just finished training a cohort and our youngest member, Jamila, she’s 16 and she sent us, ‘Hey Matt, this year I’ve earned over $10,000.'”

Matt Raad Podcast Episodes

Breakfast Leadership Show

Matt Raad on How Burnt-Out Executives Build Digital Assets Without Quitting Their Job

Breakfast Leadership Show

May 2026

Mission Matters Business Podcast with Adam Torres

Matt Raad on Escaping the Grind Through Online Businesses

Mission Matters Business Podcast with Adam Torres

Mar 2026

Adventurous Entrepreneurs

Why Buying Websites Is A Path To Freedom: Matt Raad’s Playbook for the Laptop Lifestyle

Adventurous Entrepreneurs

Feb 2026

The Wealth Without Wall Street Podcast

Digital Real Estate: How to Buy Cash-Flowing Websites for Passive Income with Matt Raad

The Wealth Without Wall Street Podcast

Feb 2026

The Do Zone: business growth and productivity strategies from master entrepreneurs

Mastering Digital Asset Investing with Matt Raad

The Do Zone: business growth and productivity strategies from master entrepreneurs

Feb 2026

How Much Can I Make? — Real Jobs. Real People. Real Money.

Digital Real Estate - Buying Websites For Cash Flow

How Much Can I Make? — Real Jobs. Real People. Real Money.

Jan 2026

Living the Dream with Curveball

Breaking Free: Matt Raad's Blueprint for Escaping the 9 to 5 Grind through Digital Assets

Living the Dream with Curveball

Jan 2026

Freedom Entrepreneur Podcast | Online Business Tips, Business System Strategy, Marketing Training, Entrepreneur Mindset

Interview with Matt Raad

Freedom Entrepreneur Podcast | Online Business Tips, Business System Strategy, Marketing Training, Entrepreneur Mindset

Jan 2026

The Opportunity Podcast

A Practical Guide to Business Acquisitions for First-Time Buyers

The Opportunity Podcast

Dec 2025

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Latest video

MATT RAAD - How Blogs Make Money with AI

MATT RAAD - How Blogs Make Money with AI

Latest episodes

Breakfast Leadership Show

Matt Raad on How Burnt-Out Executives Build Digital Assets Without Quitting Their Job

Breakfast Leadership Show

Mission Matters Business Podcast with Adam Torres

Matt Raad on Escaping the Grind Through Online Businesses

Mission Matters Business Podcast with Adam Torres

Adventurous Entrepreneurs

Why Buying Websites Is A Path To Freedom: Matt Raad’s Playbook for the Laptop Lifestyle

Adventurous Entrepreneurs

View all episodes →

Key topics

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 fixer upper website may be the modern version of the first investment property

Many investors understand the idea of buying an underperforming property, renovating it, improving the yield, and selling or holding it. Matt uses that familiar mental model to explain how the same approach can work online with content sites, digital businesses, local lead-generation assets, and website portfolios. The difference is that digital assets can often be improved through skills, systems, AI, and commercial judgment rather than large deposits and bank approvals. For property and investing podcasts, this is a clean contrarian angle that still feels grounded in asset-building logic.

The anti property wealth conversation millennials are ready to hear

For decades, property was treated as the grown-up route to wealth, especially in Australia, the UK, and the US. Matt can argue that taking on massive debt for a low-yield asset is not the only sensible choice anymore, especially for millennials priced out of the market. His alternative is not speculation but skill-based ownership: build or buy digital assets that produce cashflow and can later be sold. This is likely to land strongly with investor and entrepreneur audiences who are already frustrated by the property ladder.

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