danwtmoon

I use Drop.io for it's real time, collaboration features on projects. If you are using it too then take a look at the Manager product which gives some great functionality for managing all of your drops.

From http://drop.io/bog

We are thrilled to announce the release of the drop.io outlook plugin, which makes it dead simple to attach up to 100 MB of files to emails for free (and up to several GB as a premium service).  GET IT HERE

For senders, it works a lot like our yahoo mail integration.  Just open an email normally, click 'attach' and select up to 100 MB of files (or more).  drop.io handles everything else

For recipients, it works a lot like how google gmail handles attachments...  you can see web previews of your files or play them directly off the web, but if you want or need the originals, go for it.

For business users, we even added in some collaboration bells and whistles - like inserting  private conference call numbers into your emails in one click.

Some Key Points:

-  no more email file attachment limits (for senders or receivers)
-  keeps inboxes clean and fast...  no waiting for long downloads 
-  with our conversion farm, you can view all rich media attachments right on the web, without downloading them
-  convenient thumbnails of all media placed right in your email
-  with 'premium' service, you can enable deep customizations, permissions (like view only), adjust expiration, and keep a central catalog of all the attachments sent by you/your organization

Built with our public API during the first drop.io hackathon this app was the winner of the first drop.io internal team hackaton on our public API in a matter of a few hours.  Congrats to Mike Singleton on the win...   we will be building more of these types of integrations -- and you can as well in the language of your choice at http://dev.drop.io -- just another awesome way drop.io facilitates modern 'content' in the context of conversations