If a "Clear Cache by URL", will it reload all the images that the page references or do I need to reload all the related images. Is there a way to force Leap to reload all the support files when it reloads the page ?
This should reload the images that the page references yes. The best way to ensure that cached content is kept up to date though is to use our CDN management from our wordpress plugin: https://support.ezoic.com/kb/article/how-can-i-set-up-the-ezoic-wordpress-plugin-for-cdn-management