My advice is to exercise and sell if the stock price is higher, and take your cash profit. The gain is taxed when shares are sold, not exercised. While you may feel comfortable investing a larger percentage of your portfolio in your own company, it's simply safer to diversify. However, you may not be able to get them into a TFSA without paying some tax on them. The taxable benefit can be postponed to the date the shares are sold.
The taxation of stock options. As an incentive strategy, you may provide your employees with the right to acquire shares in your company at a fixed price for a limited period. Normally, the shares will be worth more than the purchase price at the time the employee exercises the option.
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Tax rules for stock options in Canada differ, depending on whether the company is a CCPC. If it is, there is no immediate taxable gain. The gain is taxed when shares are sold, not exercised. Unlike salary, which is taxed when received, generally stock options are not actually taxed when they’re handed out to employees. Let’s consider Startup Co. that just issued their new employee Stacey the option to purchase shares at $1 per share in two years. Most stock option plans in Canada are structured to take advantage of a stock option deduction equal to 50 per cent of the taxable benefit. In this example, then, we'll assume that just $95, of the benefit (one half of $,) will be taxable. This will give rise to a tax bill of $44, for someone in a high tax bracket in Ontario in
If you exercise a call option by buying stock from the writer at the designated price, add the option cost to the price paid for the shares. This becomes your tax basis. When you sell, you will have a short-term or long-term capital gain or loss depending on how long you hold the stock. Taxation of Employee Stock Options. Many businesses use stock options to attract and reward good employees. Stock options give employees the opportunity to share in the future growth of a company without reducing the company’s cash flow. If the stock options are structured properly, the employee can enjoy the benefit on a tax-effective basis. Many employers offer their employees stocks or stock options as a benefit of employment. If you have received security option benefits from your employer, determine whether the Canada Revenue Agency taxes these benefits, which portion of them is taxable and when you should report these benefits on your income tax return.
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