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Yes, I believe it can be implemented by using the WP custom menus on the main Classipress site. Just create custom menus that points to each category on your Clipper install.

Hi
Editing the theme's core files directly is not recommended because you will lose any customizations with every theme update.
Place your code in your child theme's functions.php file. Have a...

Hi lakes
You'd likely want to use some sort of an "if this cat do this, if that cat do that, else do whatever" statement.
There is a tutorial here.