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The Winner's Playbook
The Winner's Playbook

Is early retirement actually overrated?

25 June 2026 42:57 Link Wealth Group

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Testamentary trusts, direct shares and the retirement question

Testamentary trusts are back in the spotlight after the government walked back part of its proposed trust tax changes, and it could matter for families thinking about estate planning, asset protection and passing wealth to the next generation.

In this episode of The Winner’s Playbook, Josh and Billy break down what a testamentary trust is, how it works, and why it can be useful for families with children, vulnerable beneficiaries, business owners or larger estates.

They also unpack the risks of investing in direct shares, using WiseTech’s recent share price fall as a reminder of how quickly company-specific risk can hit investors.

Plus, they discuss the latest SpaceX update, the upcoming OpenAI and Anthropic listings, where capital is flowing in the market, and whether early retirement is actually overrated.

If you’re building wealth, thinking about estate planning, holding direct shares, or working towards financial freedom, this episode is packed with practical insights.

⏱️ Timestamps:
00:00 Intro
01:22 Testamentary trusts and the Budget update
04:05 What is a testamentary trust?
07:17 Protecting family wealth and future relationships
13:49 The risk of investing in direct shares
21:21 SpaceX, OpenAI and where capital is flowing
31:09 Is early retirement overrated?
37:52 Why too much choice can become a problem

Hit follow, leave a review, and share this episode with someone who wants to make smarter decisions around wealth, investing and long-term planning.

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Want to find an Adviser that suits your financial needs:
https://www.linkwealth.com.au/


Get in touch with Josh:
https://www.linkwealth.com.au/josh-lee-link
Get in touch with Billy:
https://www.linkwealth.com.au/billy-norman-link


Josh's TikTok:  https://www.tiktok.com/@joshleefinadv
Billy's TikTok:  https://www.tiktok.com/@billynormanfp   

 Sign up to Link Wealth Group’s newsletter, Wealth Simplified: https://www.linkwealth.com.au/wealth-simplified 

 
 Our Financial Services + Credit Guide: https://www.linkwealth.com.au/financial-services-and-credit-guide


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 General advice disclaimer: The information contained within this podcast is general in nature and does not take into account your personal circumstances. Please reach out if you wish to discuss your personal situation. 

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