Send Large Attachments for Free with Outlook and

With all the attention I’ve given Drop.IO in the past, it’s probably no surprise when I tell you I just love this service!  Well, today I’m going to share one more reason why all you groovyReaders out there should also love this free online service,!

Editors Note 1/5/2020: Drop.IO has been retired and most of the information will be kept for “archive” purposes only.

Send Large attachments Microsoft Office Outlook and Plugin

Available for download now, has built an Outlook Plugin (beta), which allows you to easily send attachments up to 100 Megs in size.  The Plugin and the service is absolutely 100% free, no string attached.  Let’s take a quick look.

Once you grab the download, the installation is very straightforward.  I’ve tested it out on Outlook 2007 and Outlook 2010, and the install and functionality worked exactly the same and once installed, the new buttons will appear on the Outlook Ribbon for new emails. Outlook Plugin Buttons on Ribbon Conference call number bridge

As you can see from the screenshot above, the plugin allows you to drop a free conf. bridge into your email/invite or Attach large files.  Once you attach a large file a random drop is created and link + a preview is added to your email once you send it. Microsoft Outlook Plugin Attached Photos

Clicking on individual files will take you to a preview of the attachment (photo’s look nice) or Clicking on the “View All Files” will take you to the auto-generated Drop Root where all the attachments will be listed along with additional options. outlook plugin attached photos on drop site for photos more options

It really couldn’t be any simpler than that to send large attachments using Outlook.  I might even go so far as to call this a YouSendIt killer for 90% of you out there…  And if you a corporate user/admin and want to take this to the next level with more advanced features, centralized management, etc.. the following are a few of the options you will gain with a Manager Account.

  • Centralized management
  • Customer Permissions for attachments (Download, comments, etc)
  • Change attachment expiration
  • Added Security (SSL, guest passwords)
  • Customized branding (drop design, colors, background, logos, etc)

Now, if you’re a DEV, you may be interested to know that this plugin for outlook was built after just a few hours with the free API during the last hackathon.  For more info on this, take a look at for Developers.

Questions?  Comments about another groovy Outlook plugin?  Join the conversation and drop a comment below!



  1. shockersh

    January 23, 2010 at 3:58 pm

    Ok yeah… this is killer. Already installed it and shared a few emails with the guys at work.

    Have you looked into rolling something like this out at work mrgroove?

  2. Michael LeShane Hudgens

    February 6, 2010 at 9:51 am

    Now this IS awesome! Will help alot!

    Once again thank you !


    • MrGroove

      February 6, 2010 at 11:18 am

      Oh yeah, VERY cool eh Michael! Thanks for the feedback also!

Leave a Reply

Your email address will not be published. Required fields are marked *


To Top