Choosing company vs trust for repeat developments

Stuart runs a strategy clinic on three big crossroads for investors: small-scale development, rent-vesting vs. holding the home, and using debt-recycling into shares when an investment-grade property is out of reach. He breaks down subdivision options (sell land now, build-and-sell, or build-and-hold), explains why GST applies to an “enterprise,” when the 50% CGT discount disappears, and which ownership structures (discretionary trust with bucket company vs. company) suit repeat projects. He also covers feasibility rules of thumb (contingency, funding, pre-sales risk), and whether you can pay yourself for project management.

Next, he tackles rent-investing trade-offs: freeing borrowing capacity, concentration risk, and how to preserve deductible debt with splits and offsets. For households that can’t afford an investment-grade IP today, he maps a debt-recycling pathway P&I on the home, a clean, interest-only investment split, disciplined DCA into broad ETFs, and guardrails (buffers, LVR caps, rebalancing, no margin loans).

Finally, a Sydney case study stress-tests a high-debt, high-income family: IO vs P&I sequencing, daycare-era cash-flow management, super vs. taxable investing, and planning an eventual PPOR upgrade without painting yourself into a DTI corner. Core takeaways: buy only unequivocally investment-grade assets, separate security to avoid cross-collateralisation, keep buffers, and choose the structure and debt settings that protect flexibility while compounding for 10+ years.

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