So we can assume that his amnesia is mostly retrograde, and therefore, between wipes, he also has a fairly normal sense of the passage of time - he knows what he did yesterday, and that it was a day ago, and he has an awareness that there was a time before he woke up, which he cannot remember experiencing.
... I didn't expect to go to the Rosencrantz and Guildenstern Are Dead place!
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... I didn't expect to go to the Rosencrantz and Guildenstern Are Dead place!