gertrude/jonah where both of them absolutely refuse to fall asleep when the other is around. gertrude barely sleeps in general, she has too many enemies. she taught herself to wake up reflexively after like 30 minutes of sleeping, just in case. my headcanon is that the eye’s effects make jonah’s dreams extremely vivid and longer than natural (he doesn’t dream as much as he just watches someone else’s thoughts while asleep), so he can’t really predict how long he’ll be asleep for, and that leaves him far too vulnerable for his comfort.
i strongly believe that both of them are wayy too stubborn and distrustful to ever willingly fall asleep close to each other.
the thing is that if gertrude did fall asleep in jonah’s vicinity, he’d be too smug about it to actually try and kill her. he’d just be like “hahA i did it!! i caught gertrude robinson off-guard!!”. but if jonah fell asleep in gertrude’s vicinity, she’d just be split between “i need to kill him now, this is my chance” and “he’s. kind of cute like that. ohno”