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