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

The Next 100 Days Podcast

The Next 100 Days Podcast

#486 - Matt Raad - Digital Investors

August 1, 2025

GO TO APPLE PODCASTS

Listen

Your browser does not support audio playback.

About this episode

Matt and Liz Raad teach others to become digital investors. Specifically, by buying websites and doing them up.

Summary of the PodcastKey TakeawaysMatt's Podcast AppearancesMatt explains that he and his wife Liz have been frequent podcast guests, which has been a great networking strategy for their online business. He discusses how the COVID-19 pandemic led to more people reaching out to them, and how they've enjoyed connecting with fascinating people from around the world through these podcast appearances.

Buying and Renovating Online BusinessesHe describes their approach to buying and renovating online businesses, focusing on standalone websites in niche passion verticals rather than e-commerce or brick-and-mortar businesses. Matt provides examples of the types of websites they target, such as those related to hobbies, crafts, and sports, and explains how they transition the business and content to their own team while maintaining the original owner's persona.

The Importance of Due Diligence Matt emphasizes the critical importance of thorough due diligence when acquiring an online business, including analyzing the profit, traffic, and overall health of the website before making an offer. He outlines their "SAS" (Surround, Assess, Seize) approach to taking over a new website, allowing it to run for a period to understand the audience and dynamics before implementing changes.

Networking and Podcast BenefitsThe participants discuss the networking and relationship-building benefits they've experienced through podcasting, including connecting with people they've admired or heard of in their respective industries and forming new friendships and collaborations as a result.

The Next 100 Days Podcast Co-HostsGraham ArrowsmithGraham founded Finely Fettled ten years ago to help business owners and marketers market to affluent and high-net-worth customers. He's the founder of MicroYES, a Partner for MeclabsAI, where he introduces AI Agents that you can talk to, that increase engagement, dwell time, leads and conversions. Now, Graham is offering a Generative Engine Optimisation Website Auditor that gets you ready to be found by LLM search. Try searching for suppliers of UK High Net Worth data in the UK. [See, it works!]

Kevin ApplebyKevin specialises in finance transformation and implementing business change. He's the COO of GrowCFO, which provides both community and CPD-accredited training designed to grow the next generation of finance leaders. You can find Kevin on LinkedIn and at kevinappleby.com

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 →