Being the Leader of his clan & the Resistance meant a huge weight on him; he doesn't have a lot of time to enjoy his free time, including sleep.

The clock hits quarter past one in the morning, Leonardo's still awake. Although his red-eared slider abilities allowed him to require little rest, he kinda needs it... He hasn't gotten any rest in a week.

You, on the other hand... Were on the same situation.

"What a time to be 'alive'..." He groans to himself, not aware of your presence.