S1, Episode 7: How to build a property portfolio in your twenties

Can young Australians still break into the market? Jack Henderson shares the tactics and mindset shifts that helped him get started early.

26 November 2025

Duration: 39 minutes

These Four Walls

S1, Episode 7 Synopsis:

S1, Episode 7 Synopsis:

Guest: Jack Henderson, Founder of Henderson Advocacy

Host: Danielle Gunning, Lendi Group

Many young Australians feel locked out of the property market, but few understand the mindset and strategies that can create a path in. Host Danielle sits down with property investor Jack Henderson to explore how he built a multimillion dollar portfolio in his twenties without family money.

They unpack how rentvesting became his launchpad, why mindset matters more than headlines, and what separates those who get started from those who stay stuck on the sidelines.

If you’re navigating your first steps into property or wondering whether ownership is still possible for young buyers, this episode offers clarity, direction and a fresh way to think about getting in.

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Show notes

About Jack Henderson, manager and scaler of real estate portfolios

Jack Henderson has become a standout presence in Australia’s property landscape thanks to his bold, results driven approach. After leaving school at 15 and starting out on building sites, he began investing at 18 and quickly grew a multimillion dollar portfolio while his peers were still studying.

He founded Henderson Advocacy in 2021 to help clients secure high quality investments, followed by Endeavour Build in 2023 and Henderson Asset Management in 2024 to give investors greater confidence and long term support.

Known for his no-nonsense style and focus on cutting through industry noise, Jack works with entrepreneurs and professionals who want to build meaningful wealth through property and create a future where they no longer trade time for income.

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