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If Harvey's solution doesn't work, and all else fails....
1. In your Wordpress plugins admin page disable the WP Super cache plugin and then click on Delete. Log out of WP admin. Close your browser.
2. Then log into your site by FTP and delete the "supercache" folders on your server**:
*/wp-content/cache/supercache/
*/wp-content/cache/meta/
and the 2 files
*/wp-content/cache/.htaccess
*/wp-content/cache/wp-cache-*.html <-- There may only be 1 or 2 html files, delete any you see.
** - Backup those 2 folders and 2 files obviously before deleting them via FTP if you need to, they're all small so back up is fast just incase something drastic goes wrong.
3. Open your browser and log back into your WP admin area and set your permlinks again, check they work the way you want them on your site, re-install the WP Super Cache plugin, re-activate it and setup it's options, activate the plugin and it should start caching your new site permlinks fine.
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Server Optimisation - Pentesting - Secure WP Installs.
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