Australian Retirement Podcast hosts James O’Reilly and Drew Meredith tackle a problem that quietly traps a lot of retirees and pre-retirees: when a great investment becomes too big to ignore, but selling feels impossible because of capital gains tax.
Using familiar names like CSL and Cochlear, they unpack why tax fear can keep people stuck in overexposed positions long after the risk has changed. The real question is not whether paying CGT hurts. It does. The better question is whether holding an undiversified portfolio is even more dangerous when one position starts to dominate your retirement plan and your future income.
From there, Drew and James widen the lens to the property market, why some investors underestimate downturn risk, and how high rates, weak clearance rates and stretched affordability could shape the next chapter for housing. They also explain why property often gets more emotional leeway than shares, simply because it is not repriced in front of us every day.
The episode also moves from theory to action, covering when debt reduction can beat extra investing, when additional super contributions deserve a closer look, and why understanding your cash flow matters more than most people think. If you want a clearer framework for balancing tax, diversification, super and cash in the years before retirement, this episode is a smart place to start.
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