I can drag a huge document into the window and it sends the file. My son works with me making banners, and we regularly share photoshop documents. These are huge -- bigger than you can email. It's a simple click + drag to send it.
I don't get anything for recommending the service. I just think it's the coolest thing ever. I've had mine since 2011, and I love it. You can even give Skype gift cards. Might be a good thing if you have a student away from home. There are international rates and numbers. Find out more by going here. http://skype.com