This paper draws attention to two problems with Kant's claim that transcendental freedom is timeless. The problems are that this causes conceptual difficulties and fails to vindicate important parts of our moral practices. I then put forward three ways in which we can respond to these charges on Kant's behalf. The first is to defend Kant's claim that transcendental freedom occurs outside of time. The second is to reject this claim, but try to maintain transcendental idealism. And the third is to reject both Kant's claim about the timelessness of freedom and also transcendental idealism itself.