Howard v. The Queen, 2008 DTC 2788, 2008 TCC 51 -- summary under Capital Loss v. Loss

Losses which the taxpayer, who was the Vice-President (Finance) of a start-up company, realized on disposing of shares of that company, most of which he had acquired through the exercise of employee stock options, were found to have been realized on income account given his evidence that he was responsible for promoting the company's stock among investors and devoted virtually all his time to monitoring and assessing the performance of the shares, and that he intended to resell his shares for profit at the earliest best opportunity.