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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

Office Hours with David Meltzer

Office Hours with David Meltzer

Russell Harvey, Matt Raad, Dr. Priya Nalkur | Office Hours #615

June 6, 2024

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About this episode

Russell Harvey

Russell Harvey, "The Resilience Coach", is a dynamic and engaging Leadership Coach and Facilitator, Public Speaker, Managing Director, NED, Podcaster, and Radio Host. With over 20 years of experience in Learning, Leadership, and Organizational Development, Russell has specialized in Resilience and VUCA for the past 18 years. He helps people reflect on their behavior and rediscover their enthusiasm, while being supportive and challenging as a coach. He encourages clients to be open, playful, and enjoy the process.

Matt Raad

Matt Raad has defied convention and achieved financial freedom through a unique path. Starting with nothing, he built a high cash flow portfolio by buying and selling businesses. Today, he is a recognized authority in website investments, using digital assets to generate wealth. With a journey spanning 27 years, Matt shares insights into his success as an entrepreneur and investor. From his beginnings as a zoologist to buying and expanding businesses, he has made multimillion-dollar mergers and acquisitions. Through his eBusiness Institute, Matt has trained thousands of individuals, providing practical courses on buying and building income-generating websites and effective digital marketing strategies.

Dr. Priya Nalkur

Priya is a psychologist with a genuine and authentic approach, and has earned her educational stripes from Harvard and Yale. She is the heart and soul of the RoundTable Institute, a pioneering force in inclusive leadership and professional coaching. Her book, Stumbling Towards Inclusion: Finding Grace in Imperfect Leadership, offers an engaging and human narrative of her journey, beginning with her formative experiences as an outsider in a small Canadian town and evolving into a heartfelt mission to reshape leadership with a focus on diversity, equity and inclusion.

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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