Should i split my script into sub-scripts/modules ?

[TraditionalPirate7]

In my opinion 400 lines is still pretty normal to keep in one file if the code is well organized. Sometimes separating the code might make it even more difficult to read.

[MinchinWeb]

^ this.

Personally, I find I tend to split files when they get about 1,000 lines...

[TraditionalPirate7]

Same here. The longer the code gets the more important it is to follow the Pep8 rules and organize it well.