You might already know drop.io, a cloud-based file sharing service that offers free file transfers of up to 100MB. Now you can add a drop.io plug-in to Outlook which lets you attach these files to Outlook e-mails. This is awesome, because it puts drop.io's file sharing capabilities right at your fingertips when you need it most.
When you use the plug-in and select files to attach, a link appears in your e-mail message. The recipient can preview the file or download it to their own PC.
Another cool feature: The drop.io plug-in lets you create a free conference call phone number, so you can chat with your recipients about the filers you're sending.
The plug-in is in beta now, but appears to work without a hitch. If you need to share large files, give it a shot.