For almost 15 years, Firlie and Raegan tried different ways to make business work.

They built and managed e-commerce websites, experimented with different opportunities, and eventually reached a point where they felt unfulfilled and stuck.

So they sold their websites and started again, with zero cash flow and no clear plan.

Twelve months later, their digital agency had generated $154,000.

In this episode of the Digital Investors Podcast, Matt Raad explores what actually changed.

Firlie and Raegan share how they found their first clients, why Reagan spent hours competing for jobs on Airtasker, and how networking eventually opened the door to five-figure corporate website projects.

But their biggest breakthroughs weren't technical.

They had to overcome perfectionism, learn to trust other people with their work, and challenge the belief that earning more money meant working more hours.

It's a conversation about the uncomfortable decisions, small opportunities, and mindset shifts that helped two experienced entrepreneurs finally build a business they were excited about.

Learn the Online Income Skills That Can Make $10k/mo from your laptop?

You don’t need tech skills or prior experience, just the right strategy and a proven plan. Learn how 6-figure earners are buying profitable online businesses (the smart and safe way in 2026): https://www.ebusinessinstitute.com.au/dip

Sarah works 24-hour shifts as a firefighter, is raising triplet teens, and made just over $48,000 from her digital agency.

In this episode, she explains how she made time for the business, built her work into 80-minute blocks, and why telling people what she could do lead to a five-figure website project with a major East Coast company. Sarah also talks about the belief that held her back, the change that helped her move forward, and why she sees online work as a possible exit strategy out of her shift work. If you’ve been waiting for life to get less busy before you start, listen to Sarah's story.

Learn the Online Income Skills That Can Make $10k/mo from your laptop?

You don’t need tech skills or prior experience, just the right strategy and a proven plan. Learn how 6-figure earners are buying profitable online businesses (the smart and safe way in 2026): https://www.ebusinessinstitute.com.au/dip

After roughly 300 website deals and more than $7 million in sales, Joe Burrill has learned what makes one website highly valuable while another struggles to find a buyer.

In this episode, Matt Raad sits down with Joe to unpack what buyers are actually looking for in today’s market.

Joe shares the story behind a $275,000 all-cash website sale at approximately a 3.3x multiple and explains why the buyer valued far more than just the site’s current earnings.

They discuss the importance of brand, authority, traffic diversification, editorial teams and assets that are difficult for competitors to replicate.

Joe also explains why valuation multiples can range from just 1–1.5x for riskier, single-source businesses to 3–3.5x or more for stronger diversified websites.

You’ll also hear what private equity buyers look for, the mistakes that can destroy a website’s resale value, and how AI is changing what makes a digital asset attractive.

If you own websites, want to buy one, or want to build something you can eventually sell, this episode gives you a look at the market from someone who has spent years doing the deals.

Learn the Online Income Skills That Can Make $10k/mo from your laptop?

You don’t need tech skills or prior experience, just the right strategy and a proven plan. Learn how 6-figure earners are buying profitable online businesses (the smart and safe way in 2026): https://www.ebusinessinstitute.com.au/dip

Lucy built the foundations of a six-figure business from a hospital bed.

Not metaphorically. Literally.

After her health collapsed, Lucy and her partner Reefe were forced to shut down their solar business, move in with family and face some very dark financial moments, all while raising two young boys.

But instead of waiting for life to get easier, Lucy started learning digital skills from her hospital bed.

That decision changed everything.

In this episode, Lucy shares how they rebuilt their business, got Reefe off the tools, multiplied their income and created a genuine Lifestyle Freedom business around their health and family.

If you’re going through a hard season, this is one you’ll want to hear.

Learn the Online Income Skills That Can Make $10k/mo from your laptop?

You don’t need tech skills or prior experience, just the right strategy and a proven plan. Learn how 6-figure earners are buying profitable online businesses (the smart and safe way in 2026): https://www.ebusinessinstitute.com.au/dip

What does AI say about you when someone searches your name?

For high-level founders, executives and private equity professionals, the wrong answer can cause serious damage to their reputation and business.

In this episode, Matt Raad speaks with Champions student Joe, who has built a six-figure digital service business helping clients take control of their online narrative.

Joe combines AI, personal branding and psycholinguistics to help large language models understand exactly who his clients are and what they have achieved.

His minimum engagement is US$25,000, his average engagement is around US$80,000 and he has generated US$300,000 worth of work in just nine months.

Joe shares how he discovered this unmet market, found his first clients through his personal network and built the business while still working a day job.

He also explains why this has been the easiest service he has ever sold and why AI is creating an enormous money-making opportunity for people willing to learn, solve problems and do the work.

Learn the Online Income Skills That Can Make $10k/mo from your laptop?

You don’t need tech skills or prior experience, just the right strategy and a proven plan. Learn how 6-figure earners are buying profitable online businesses (the smart and safe way in 2026): https://www.ebusinessinstitute.com.au/dip

Could learning one practical digital skill become your ticket out of the 9-to-5?

And could learning these digital skills actually give you the income and freedom you're looking for?

It did for Steph but it wasn't always like that.

Steph was a teacher who had become frustrated with where she was at.

But instead of staying put, she decided to learn digital skills.

Specifically, she learned how to build websites and how to get them to show up in Google when people search.

That was only the beginning. Today (just two years later) Steph has won three national awards.

And she's was advising multimillion-dollar tradie businesses on SEO, AI and digital growth.

Today, you'll hear how she made the leap to former school teacher to web designer to now digital advisor.

So if you’re looking for an accelerator path out of your 9-to-5 and into something online, listen to Steph’s full story.

Learn the Online Income Skills That Can Make $10k/mo from your laptop?

You don’t need tech skills or prior experience, just the right strategy and a proven plan. Learn how 6-figure earners are buying profitable online businesses (the smart and safe way in 2026): https://www.ebusinessinstitute.com.au/dip

AI is changing what’s possible for everyday people who want to build a Lifestyle Freedom business. In this episode, Matt Raad sits down with Lucy Wood to unpack how they’re using AI inside the eBusiness Institute to help beginners build, buy and grow profitable online businesses faster than ever before. You’ll discover how AI is helping students complete work that once required entire agency teams, why one student was able to build three client websites worth $10,000 in just 10 days, and how due diligence that once took 6–7 hours can now be largely completed in under 30 minutes. Matt and Lucy also reveal the two pathways they’re seeing work for beginners: becoming a Digital Advisor for local businesses or building a portfolio of income-producing websites. If you’re wondering whether AI is a threat to your career or an opportunity to create more income, flexibility and freedom, this episode will give you a very different perspective.

Learn the Online Income Skills That Can Make $10k/mo from your laptop?

You don’t need tech skills or prior experience, just the right strategy and a proven plan. Learn how 6-figure earners are buying profitable online businesses (the smart and safe way in 2026): https://www.ebusinessinstitute.com.au/dip

At 25, Henry was earning $105,000 a year as an electrical engineer.

He had a career most young adults want and would be afraid to leave.

But what if leaving was one of the best things he did?

In this interview, you'll hear why he left his "safe" engineering job, how he got the confidence to quit. And how he's on track to making $15,000 from his new online business.

If you're in a well-paid job that's hard to leave, listen to this interview to hear how Henry did it so you can too.

Learn the Online Income Skills That Can Make $10k/mo from your laptop?

You don’t need tech skills or prior experience, just the right strategy and a proven plan. Learn how 6-figure earners are buying profitable online businesses (the smart and safe way in 2026): https://www.ebusinessinstitute.com.au/dip