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USA Today had a good article about alternatives to YouSendIt.com.
YouSendIt.com offers you a free service for sending LARGE files you'd otherwise have a hard time sending from your IPS. This is a function that many designers or account service representatives in marketing might be in need of - mostly for large pdf or native art files.
Check out the article above and see what your other options are, in addition to YouSendIt.com.