JomSocial creates several images from the original image. The plugin is designed to process images for watermarking when they are uploaded.
As the batch process to recreate images from the original image can be very time-consuming, and different than the Ajax upload, the Watermarking plugin does not support this process.
According to the number of images in your site, it can be better to just uploaded them again, or create a batch script to watermark them. In the later case, the plugin code can be reused to create the batch script and apply the watermark in the same way.
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