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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

Social Media Entrepreneurs w/ Derek Videll

Social Media Entrepreneurs w/ Derek Videll

How to BUY a Money Making Business Instead of Building your Own

November 27, 2024

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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

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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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