WeTransfer makes file transfers not just painless... but kind of enjoyable
Email attachments may still be the best way to move small files around the Internet, but it's extremely limiting when it comes to file size. Until recently, the quickest and easiest options for transferring large files have been services like RapidShare or MegaUpload, but both services have relatively low file size and usage limits for free users.
WeTransfer differs from the other services in that it's completely free for everyone, allows transfers of up to 2GB of data to up to 20 people, and holds the data for 14 days. There is no registration, no usernames, no premium version -- it's all built for simplicity and ease of use.
In fact, the only gripe I could come up with in using the service was the fact that the entire site runs on Flash. For people who get annoyed by Flash websites, know that it's not overdone. It's very smooth, very minimal, and loads very quickly. They're also building a purely HTML version of the site, so we can look forward to using that pretty soon too (I hope).
Granted, if you're looking to stash some nefarious data in a server and provide a download link somewhere (like a message board), this isn't the service you're looking for. It's only meant to be a point-to-point service; you upload a file that you want somebody to download, they get an email with a download link, and the transaction is complete. You get an email confirmation when the intended recipient completes the transfer, and they can download the file as many times as they please so long as two weeks haven't lapsed.
This simple screen is what you're greeted with when you visit the site. Add your file, a couple of email addresses and a note (should you please), and you're ready to upload.
This is what your buddy gets when he clicks the link sent to his email.
The page's background image changes regularly while your friend waits for the download to finish. All the images are pretty decent looking, and since they're all technically ads they support the process and make the whole service free.
Overall, it's a pretty nice way to handle large file transfers that can't be sent by simple email attachment, and since the download is good for two solid weeks you don't have to worry about somebody being away from their computer when you send the file.