Connecting Experts with Podcasts. Building Influence. Creating Opportunities.

© Guests on Air powered by Podcast Guesting Pro. All rights reserved.

Matt Raad

Matt Raad

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

EntrepreneurFinanceLeadershipArtificial Intelligence
AboutTopics(6)QuestionsVideos(8)Episodes(91)Media(4)
MEMBER LOGIN

Matt Raad Podcast Episodes

Financially Intentional

Financially Intentional

The Untapped Potential of Online Business Ownership - Episode 51

November 23, 2023

GO TO FINANCIALLYINTENTIONAL

About this episode

We are joined today by our guest, Matt Raad, an expert in the field of digital real estate, to explore the often-overlooked world of online business investments. Matt shares his journey from brick-and-mortar business ownership to mastering the art of buying and selling online businesses. He discusses the advantages of digital assets over traditional business models, emphasizing the potential for semi-passive income, geographical freedom, and the low-risk entry into entrepreneurship. Through real-life success stories and practical advice, Matt demystifies the process of building a lucrative online portfolio, from conducting due diligence to strategically exiting investments. I hope this episode serves as a comprehensive guide for aspiring digital investors, and how to leverage online opportunities for wealth creation.

About our guest:

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. He successfully transitioned to the digital world and now focuses on helping people achieve financial independence through leveraged, high cash-flow, and location-independent digital skills. Matt's expertise extends beyond investments. He is an Angel Investor and a sought-after public speaker, sharing his knowledge and empowering others to succeed in digital marketing and online business.

Resources and Links Mentioned:

eBusiness Institute

Online Masterclass with Liz and Matt Raad

Digital Investors Podcast - In Apple Podcast, Spotify, Youtube, Amazon Music

Support the show

---

Please join me here, and follow me on social media, Instagram, and Facebook.

Need help getting started on your path to financial freedom? Start Here

Join the Financially Intentional Community

Oh and please subscribe and leave a review on whatever app you're using to stream this podcast.

Get my book Smart Money

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

MEMBER LOGIN

Existing Podcast Guesting Pro clients only. Contact your Outreach Manager for access.

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.

View all topics →