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As a guess, perhaps holding investment property of similar value x 3, pays no maintenance on the older house he rents, buys newer investment properties with lower maintenance bills, gummint subsidises the interest payments and any maintenance bills are tax deductable.If you own your house sure , but if you have a typical mortgage youre paying out 3x a typical rental, how can this possibly be " easier " ?
Of course, the reality is many renters don't put their savings (cheaper to rent than rent money) to use anyway.