Hey guys (and gals), So over the past almost two weeks we've been trying to resolve the issue that's going on with media uploads from Wordpress. When users upload through any built-in WP uploader, they are given a HTTP error, or an HTTP 503, depending on which uploader is used. That being said, the images are uploaded, however the thumbnails aren't being created for most issues. This is because the library used to process images, Imagemagick, is experiencing an issue with memory limits. This is on our server side, and we're working to fix it. The current workaround for this, until we can resolve the issue with Imagemagick, is to install and activate this plugin: Force Regenerate Thumbnails The plugin forces WP to use GD as the image processing library instead of Imagemagick. Unfortunately, Wordpress does not have the built in functionality to change the default processing library--only a plugin can do this. This plugin also adds a bulk action to the media section of Wordpress, allowing users to regenerate thumbnails for all their images. In my testing on all the free servers, this plugin resolves the HTTP errors given by uploaders, and allows for thumbnails to be generated correctly. The plugin, however, must stay activated in order to resolve the issues. W're still working on a global fix for the issue, but for now, please install this plugin to resolve the errors. If you have any questions about this, please post here and I'll try to answer them with any information I can share.