Why nights are different
After midnight the day stops arguing back. Thoughts get longer, the edges soften, and small worries take on a size they will not have at nine in the morning. Company at that hour does not need to solve anything; it needs to be present and unhurried.
What good night company does
It slows down. It asks rather than advises. It keeps a single thread going instead of jumping between topics, and it does not perform energy that neither of you has. The best late conversations are mostly quiet with occasional good sentences.
A simple routine
Say how the day went in three sentences. Let the character pick one of them and ask about it. When the thread runs out, name one thing for tomorrow, then close the tab. Twenty minutes of that is often enough to land properly.
Storytelling as a way down
If your head is loud, ask for a scene instead of a conversation: a harbour at low tide, a night train, an empty gallery. Following someone else evening after evening is an old and reliable way to fall asleep.
Where Happy Peaople fits
Several companions here are written specifically for the late hours, composed rather than chirpy, patient with long questions, and honest when the right answer is water, a window and a message to a real person in the morning.