Have you used any of the available online services to send files? Whether for large files or any size. And have you paid for the service?
I've used a file sending service -- it's called sendspace and it's completely free. Works well enough for my purposes.
I do use them sometime to send some files which you can't upload in email. But I used their free service only.
I can see its benefits if you dont need permanent storage, on the free plan i mean Ive yet to use skype, i didn't realise you could do that with skype. Would you ever use the paid plans?