If she gave him the respawn skill, and talks about others, "losing heart", she can perceive beyond the respawns.
She will remember this.
That's not necessarily true.
Think about it: If I have a looping skill, and it's a three minute walk to you, it literally doesn't matter what happens; from an outsider's perspective, I'll make it in ten minutes, tops, or you can reasonably assume I gave up. You don't have to remember anything I've done to assume I've given up after a whole day of waiting. She's been at it for centuries, supposedly. Not to mention, she seems to be able to make
some kind of contact with people outside the seal. Maybe she just checked up on them after a few hours and found them catatonic?