Sleep can happen whether we feel sleepy or not — we just need to be awake for long enough for sleep to happen.
Most of us feel sleepy when we’ve been awake for long enough but if we have a lot of experience of struggling with sleep, heightened arousal can suppress sleepiness cues. That doesn’t mean they aren’t present, just that we might not notice them as easily.
This is a survival mechanism — the brain doesn’t want us to fall asleep if it thinks we are in danger (and, when it comes to insomnia, the brain can believe that being awake at night is a danger since we are often trying so hard to fight or avoid it).
Sometimes committing to a sleep window can help with this.
I hope there’s something useful here!
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