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

One Question
November 12, 2025
Listen
About this episode
“Websites are like online real estate. They can generate passive income and provide long-term wealth.” What if your path to financial freedom didn’t start with money, but with curiosity and a willingness to take risks?
Matt Raad is an entrepreneur, investor and educator who has built a life around financial freedom, digital innovation and teamwork. Alongside his wife Liz, Matt is one of the early pioneers of website investing - the strategy of buying, renovating and selling websites to create cash flow and long-term wealth. Together, they transformed this once-niche idea into a proven system that helps everyday people generate leveraged, location-independent income.
Their journey began far from the digital world. Originally trained as zoologists, Matt and Liz transitioned from buying and growing traditional businesses into multi-million dollar mergers and acquisitions, and eventually into the online marketplace. Through their company and education programs, they have helped thousands of beginners build 6- and 7-figure incomes using digital assets.
Matt’s story is one of curiosity, persistence and reinvention. With nearly three decades of experience in entrepreneurship, investment and education, he continues to inspire others to embrace new opportunities and use digital skills to create freedom, flexibility and a life by design.
For more information about Matt, check out these places;-
Website: E-Business Institute
Linkedin: Matt Raad
Podcast: digitalinvestors.com
Youtube: Youtube.com/@DigitalInvestorShow
Head to michellejcox.com for more information about the ONE QUESTION podcast, your host or today’s guests
Connect with Michelle on Linkedin here:- @MichelleJCox
Connect with Michelle on Instagram here:- @michellejcox
Connect with Michelle on Facebook here - @michellejcox
AND, if you have a burning topic you’d love people to talk more about, or know someone who’d be great to come on the One Question podcast, please get in touch;-hello@michellejcox.com

Interview with Matt Raad
The Personal Success Podcast with Ryan Watts
May 2026

Matt Raad on How Burnt-Out Executives Build Digital Assets Without Quitting Their Job
Breakfast Leadership Show
May 2026

Matt Raad on Escaping the Grind Through Online Businesses
Mission Matters Business Podcast with Adam Torres
Mar 2026

Why Buying Websites Is A Path To Freedom: Matt Raad’s Playbook for the Laptop Lifestyle
Adventurous Entrepreneurs
Feb 2026

Digital Real Estate: How to Buy Cash-Flowing Websites for Passive Income with Matt Raad
The Wealth Without Wall Street Podcast
Feb 2026

Mastering Digital Asset Investing with Matt Raad
The Do Zone: business growth and productivity strategies from master entrepreneurs
Feb 2026

Breaking Free: Matt Raad's Blueprint for Escaping the 9 to 5 Grind through Digital Assets
Living the Dream with Curveball
Jan 2026

Digital Real Estate - Buying Websites For Cash Flow
How Much Can I Make? — Real Jobs. Real People. Real Money.
Jan 2026

Interview with Matt Raad
Freedom Entrepreneur Podcast | Online Business Tips, Business System Strategy, Marketing Training, Entrepreneur Mindset
Jan 2026
Existing Podcast Guesting Pro clients only. Contact your Outreach Manager for access.
Latest video

MATT RAAD - How Blogs Make Money with AI
Latest episodes

Interview with Matt Raad
The Personal Success Podcast with Ryan Watts

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

Matt Raad on Escaping the Grind Through Online Businesses
Mission Matters Business Podcast with Adam Torres