KOO - No problem. You just have to decide what the price is going to do from now until then and make the decision that works best for that. If you buy now and the price goes down, you will have a loss when you transfer them to TFSA so no tax but you will give up the capital loss accrued to that point. If the price goes up, you will have to pay tax (April 2022) on any capital gain to the point of transfer. All legal, you just have to guess what the price will do and what you want to accept.