Here's a breakdown:
* Lookout: A place with a high vantage point that allows you to see a wide area.
* Climbing: The act of going up to a higher position.
The idiom suggests that by "climbing" to a higher perspective, you can see the situation more clearly and understand it better. It can be used in various contexts, for example:
* "After a long night of fighting, they decided to climb the lookout and try to understand what was really happening."
* "I need to climb the lookout and get a better perspective on this project before I make a decision."
It's important to note that the idiom does not literally mean climbing a physical lookout. It is a metaphorical expression for gaining a deeper understanding of a situation.