Gaara as an adult probably naps a lot but I think if he ever does stay up at night he’s thinking of that moment during the Chunin exams arc where Naruto offers his name and Gaara just goes, “No,” wondering if Naruto feels bad about it so he sends Naruto a messenger bird at like 2am that won’t get to Konoha until at least the next morning, asking, “Are you mad at me?”
Gaara, approximately seven years later, in the middle of the night: My god. What have I done.