Even though YouSendIt might not offer the biggest file size limit at just 100mb, YouSendIt is one of the most popular free file transfer services on the internet. Perhaps because it was one of the first ones on the block. I had actually moved on to to drop.io and sendspace, but I might be moving back to YouSendIt now because of these great free plugins they’re offering. If you register with YouSendIt, you can take advantage of several plugins which let you send large files directly from any of the following software: Adobe Acrobat, Aperture, CorelDRAW, Final Cut Pro, iPhoto, Microsoft Office, Outlook, Photoshop, and PaperPort. Some of the plugins are PC or Mac only, while some like the Photoshop and Acrobat plugin are available for both Mac and PC. Either way, if you are using any of these apps, chances are you end up often having to send large files across the internet and these apps will save you a few steps, as well as offer you 25% faster uploads, resumable uploads, as well as the standard features of password protection, certified delivery and file expiration control.