In this episode of The Australian Business Podcast Summer Series, Owen Rask dives into a topic most founders avoid until it’s too late: ownership. You’ve built the product. You’ve hired the team. You’ve scaled revenue. But do you actually understand dilution, valuation mechanics, investor alignment or optionality? Owen breaks down the realities of bootstrapping versus raising capital, debt versus equity, and how valuations are actually determined. This isn’t startup hype — it’s a practical guide to understanding how equity decisions shape long-term wealth. The episode explores when to sell equity, how to design effective employee share plans (ESOPs), and why “strategic money” is more valuable than “dumb money”. Founders must think beyond growth — they must think about defensibility, incentives and long-term optionality. Owen also addresses the deeper strategic question: are you building a business that can’t be killed? That means competitive moats, distribution advantage, brand equity, switching costs, regulatory protection and recurring revenue models. Because scaling is one thing. Defending what you’ve built is another. Topics covered in this Australian Business Podcast episode • Bootstrapping vs raising capital • Debt vs equity decision-making • How valuations are really determined • When to sell equity • Designing effective ESOPs • Strategic investors vs dumb money • Competitive moats and defensibility • Protecting founder optionality Episode Resources • Join Rask’s business community • Rask’s Australian Business Podcast • Rask Business 101 (free course) Rask Resources 🔗 Explore all Rask services 📋 Get Financial Planning 📈 Start investing with Rask 📜 Access Show Notes ❓ Ask a question – just select the Investors Podcast 📲 Follow us on social media: – Instagram: @rask.invest – TikTok: @rask.invest DISCLAIMER This podcast contains general financial information only. That means the information does not take into account your objectives, financial situation, or needs. You should consider if the information is appropriate for your situation before acting on it. If you’re unsure, consult a licensed financial planner. The Rask Group is NOT a qualified tax accountant, financial adviser, or tax professional. You can access The Rask Group’s Financial Services Guide (FSG) here. #AustralianBusinessPodcast #Founders #Equity Learn more about your ad choices. Visit megaphone.fm/adchoices

Ask this episode

“What did the council decide on item 42?” — answered with the speaker and the moment.

Transcript

Related