If you are working with other users, occasionally your content authors might get an error message when uploading unusual file types. While the error might mention the file size as a potential problem, more likely the real issue is the unfiltered upload capability in WordPress user roles. You'll quickly find, for example, that only administrators can upload Flash videos (.flv). To get around the problem, you can use Role Manager to allow unfiltered uploads for other user roles, or you can use a plugin (like PJW Mime Config) that allows you to specify individual MIME types that will be allowed.
Of course, it's possible that the file size really is the problem. If you have access to your server's php.ini file, increase the file_uploads, upload_max_filesize, and post_max_size values. If you can't modify php.ini, check with your server administrator.
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