692: Why Entrepreneurs Fail & The 2026 Shifts You Need to Know | Jack Delosa
The Melissa Ambrosini Show
Melissa Ambrosini Pty Ltd
4.8 • 1.2K Ratings
🗓️ 19 February 2026
⏱️ 74 minutes
🧾️ Download transcript
Summary
If you’re building a business but feeling stretched, time-poor, or unsure what actually drives long-term success, this episode will land. Entrepreneur and investor Jack Delosa joins me for a powerful conversation on why entrepreneurs really fail, what it takes to scale without burning out, and the 2026 shifts you need to know if you want to stay ahead.
We talk mindset, identity, resilience, and seasons of prioritisation, plus the real-world dynamics that shape how you lead. Jack shares his perspective on masculine and feminine energy in business, tall poppy syndrome, surrounding yourself with the right people, and why he believes traditional schooling isn’t the only path for his children. Press play and let this expand how you think about business and your life.
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Transcript
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| 0:00.0 | Welcome to the Melissa Ambrisini Show. I'm your host, Melissa, best-selling author of |
| 0:07.5 | Mastering Your Mean Girl, Open Wide, Comparisonitis and Time Magic. And I'm here to remind you that |
| 0:14.0 | love is sexy, healthy is liberating, and wealthy isn't a dirty word. Each week I'll be getting |
| 0:20.7 | up close and personal with thought |
| 0:22.5 | leaders from around the globe, as well as your weekly dose of motivation so that you can create |
| 0:29.0 | epic change in your own life and become the best version of yourself possible. Are you ready, |
| 0:36.0 | beautiful? |
| 0:40.5 | Hello and welcome back to the show. I am so excited about this episode because Jake and I have been friends for a really long time. |
| 0:48.3 | And he is a genius when it comes to all things business, scaling, AI, teams, leadership, and anything |
| 1:00.3 | to do with entrepreneurship, he is incredible. |
| 1:03.8 | And for those of you that have never heard of him, he is an entrepreneur, investor and best |
| 1:08.4 | selling author who builds category leading companies across AI, |
| 1:13.0 | digital marketing and media. He is the founder and CEO of The Entourage, Australia's largest |
| 1:19.4 | business growth agency, leading a global community approaching one million business owners |
| 1:24.3 | and helping clients drive over a billion dollars in annual sales. |
| 1:29.3 | And before that, he co-founded MBE Group, a capital-raising firm that secured more than |
| 1:35.1 | 300 million for clients and ranked among Australia's fastest growing companies. |
| 1:41.5 | Across the last decade, Jack has founded, scaled, exited and invested in |
| 1:46.1 | businesses spanning biotech, luxury real estate, finance, e-commerce, food retail, recruitment, |
| 1:52.8 | and aviation, including backing a unicorn that reached a $1 billion valuation in under 10 years. |
| 2:00.5 | He's coached and presented to over 500,000 entrepreneurs |
| 2:04.2 | and leaders worldwide and has appeared on the AFR Young Rich List five times. I told you he was |
... |
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