Quote:
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Darcy Tucker and Shayne Corson deny the CRA’s allegations, which focus on trading during their time playing for the Leafs. In its early years, the both players declared millions of dollars in losses from the venture. But the CRA said this was a deliberate ploy in order to minimize the amount of tax the agency could take from the pair’s salaries.
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https://www.wealthprofessional.ca/ne...d-taxes/333575
Original Star article behind a paywall.
Basically my understanding is they faked losses while their income was high and then spread out offsetting gains in post retirement low income years when the tax implications would be far more beneficial.