Yes pretty simple but I doubt this goes for 1.4 these days
You would be surprised. Ppl willing to pay at least 1.35 for the miles.
Even though ppl have amex. You need to pay a small transfer fee to hawiian and then to alaska. So as long as you find someone willing to do that for you. Or transfer from their hawiian account to yours. Assuming they have the card to transfer for free. Ppl may just opt to pay the extra at 1.35 to book asap.