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Revision 1

There will be a change in the template directory, it must be called jinja2 instead of the templates.

In your context it would be <app_dir>/skins/customskin/jinja2/base.html

Also remember that the ASKBOT_EXTRA_SKINS_DIR must be appended to the STATICFILES_DIRS tuple:

STATICFILES_DIRS = (
    <other values>,
    ASKBOT_EXTRA_SKINS_DIR
)

Otherwise the extra.css file and other theme media will not be found.