Hi Sean
First thing I found was a biggie, Admin -> Extension Manager -> WarningsThe value of the upload_max_filesize in the php.ini file is greater than the post_max_size variable. The post_max_size variable will take precedence here and block requests larger than it. This is generally a server misconfiguration when trying to increase upload sizes. Please increase the upload_max_filesize to at least match the post_max_size variable or vice versa
Editing the php.ini file (recommended)
For Linux Web Hosting and Dedicated Website Servers running PHP as a CGI
Every installation of PHP has a default or global php.ini file for the default PHP settings. Normally it is suggested to leave the default or global php.ini file unaltered and to simply create your own php.ini file wherever needed to override the default settings. You can create the php.ini file using a text editor and saving the file to the folder where the settings should apply. Please note that using a php.ini file to override the default settings will only alter the PHP settings for all PHP files in the directory where it is saved. This means that any PHP files in subfolders will not recognize the changes you've made in the php.ini file. You will have to copy the file to any subdirectories needed.
Write each directive along with its value on separate lines. Lines starting with a hash symbol (#) are comment lines and have no effect on the settings within the file.
An example:memory_limit = 64M
upload_max_filesize = 10M
post_max_size = 12M
Editing the .htaccess file
For Dedicated Website and Linux Root Servers where PHP is running as an Apache module.
The .htaccess file is used to set Apache Web Server settings but can also be used to set php directives when used as a module. The settings in .htaccess file are recursive meaning that the settings within the .htaccess file will apply to all PHP files within the directory where it is saved as well as subdirectories. There is no default .htaccess file be default unless one was included with a Web Application install (such as Joomla, Wordpress, etc.) If not already created, you will have to create the .htaccess file using a text editor and save the file to the folder where the settings need to be applied. Please note that the dot(.) preceding the .htaccess file signifies it as a hidden file.
Write each directive along with its value on separate lines. Lines starting with a hash symbol (#) are comment lines and have no effect on the settings within the file.
An example:php_value memory_limit "64M"
php_value upload_max_filesize "10M"
php_value post_max_size "12M"
Some hosters offer you the ability to change your php settings in the Cpanel or Plesk panel for your account, such as HostGator:
Making Changes via cPanel's php.ini QuickConfig utility in the "Software/Services" section of your cPanel.
1.Login to cPanel.
2.Click on php.ini QuickConfig in the "Software/Services" section.
3.Enable QuickConfig if not already enabled.
4.Change the settings that you want to change.
5.Click the Save Changes button to save your changes.
Once that's fixed we'll go from there.