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

The Personal Success Podcast with Ryan Watts
May 18, 2026
Listen
About this episode
Featuring Matt Raad
In this episode, Ryan sits down with Matt Raad, entrepreneur, website investor, educator, and co founder of eBusiness Institute. Matt and his wife, Liz Raad, have spent decades buying, building, renovating, and selling businesses, eventually moving into digital assets and online businesses. Today, they help professionals build income streams outside the traditional corporate path.
This conversation explores why relying only on a job may no longer feel as secure as it once did, how digital assets can create new options, and why the path to online income is real…but not effortless. Matt explains how professionals can start small, build practical digital skills, and create low risk pathways toward more freedom, flexibility, and ownership.
In this episode, Ryan and Matt discuss
Why the traditional corporate ladder feels less reliable for many professionals.
What a digital asset actually is, including websites, blogs, email lists, social audiences, and niche online communities.
Why simple websites can become valuable assets when they attract targeted traffic and generate income.
How AI is changing the online business world without replacing the need for human judgment, trust, and consultative skill.
Why Matt does not recommend e commerce as the first path for many beginners.
How building websites for small businesses can become both a skill building path and a real income stream.
Why the “laptop lifestyle” is possible, but only after consistent reps, learning, and patience.
How to start safely with small steps instead of taking on unnecessary debt or quitting your job too early.
Why networking, partnerships, referrals, and human connection still matter in the age of AI.
How to think about a 12 to 24 month transition from corporate work into digital income.
Key takeaways
A job may provide income, but it is not the same as owning an asset.
Digital assets can include websites, blogs, newsletters, social media channels, affiliate sites, sponsorship based platforms, and online service businesses.
The easiest place to begin is often not buying a large website or launching a complex business. It may be building a simple site, learning how traffic works, and understanding how businesses generate leads online.
AI can help build websites faster, but it does not replace the deeper skill of understanding a business owner’s needs, positioning their value, and helping them generate real leads.
Matt’s strongest advice is to start small, start safe, and put in the reps.
Memorable ideas from the conversation
“Your boss doesn’t even need to know what you’re doing.”
“Why wouldn’t you be building a little asset on the side?”
“The laptop life is real…but it takes reps.”
“If you have a phone, you can start a business now.”
“People see the lifestyle, but they do not always see the hard reps behind it.”
About Matt Raad
Matt Raad is an entrepreneur, investor, educator, and co founder of eBusiness Institute. Alongside his wife and business partner, Liz Raad, Matt teaches people how to buy, build, renovate, and sell websites and online businesses. Their work focuses on digital skills, website investing, digital marketing, and creating alternative income streams through online assets.
Connect with Matt Raad
Matt Raad on LinkedIn: https://au.linkedin.com/in/matt-raad
eBusiness Institute: https://www.ebusinessinstitute.com.au/
Matt and Liz Raad: https://www.mattandlizraad.com/
Digital Investors Podcast: https://www.digitalinvestors.com/podcast/
Digital Investors Podcast on Apple Podcasts: https://podcasts.apple.com/au/podcast/digital-investors/id1654642750
Digital Investor Show on YouTube: https://www.youtube.com/@DigitalInvestorShow
Resources mentioned
Flippa: https://flippa.com/
Empire Flippers: https://empireflippers.com/
Learn more from Ryan Watts
Ryan Watts Life Coaching: https://www.ryanwattslifecoaching.com/
LeaderShift Scorecard: https://www.ryanwattslifecoaching.com/leadershift
The Personal Success Podcast on YouTube: https://www.youtube.com/@thepersonalsuccesspodcast
Advertisement
Steve Lang’s Aura Marketing Agency: https://www.linkedin.com/in/stevelangauraaiagency/

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

A Practical Guide to Business Acquisitions for First-Time Buyers
The Opportunity Podcast
Dec 2025
Existing Podcast Guesting Pro clients only. Contact your Outreach Manager for access.
Latest video

MATT RAAD - How Blogs Make Money with AI
Latest episodes

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

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