AirDropper Teams Up with Dropbox to Create YouSendIt Killer

Dropbox How-To TutorialsHey, did you know that you can link applications to Dropbox? I didn’t; partially because there’s not a peep on-site about that capability until you add an application to your Dropbox account.  And partly because I never thought Dropbox needed any add-ons to attain killer status.  But the makers of AirDropper did. That’s why they’ve recently rolled out a beta of their handy dandy file request web app.

At first glance, it’s a little bit like , but in reverse and a lot cleaner and simpler without the 100meg file size limit. Essentially, AirDropper lets you send a file request to a recipient via email. The email contains a link for them to upload whichever file it is that you are requesting. Once they upload it, it magically appears in your Dropbox folder. No fiddling with email attachments and digging through spam folders required.

Sounded a bit groovy, so I thought I’d give it a closer look.

The first thing to note is that the site design is mocked up to look like a letter emerging from an envelope. Okay, that actually has no bearing on its functionality, but it is kind of charming. Beyond this artistic flourish, the rest of the site is firing on all cylinders towards simple usability. At, you’ll find less than 50 words of text (I counted) and the entire premise and functionality of the application laid out in just four steps and one tagline. The big red Start button makes the next step glaringly obvious.

AirDropper Dropbox Add-on in Action

Immediately upon Clicking Start, you’ll be asked to log in to your Dropbox account. This allows AirDropper to tastefully forgo registration of a separate account with them (kudos, for that.)  After logging in, you’ll be asked to authorize AirDropper to connect with your Dropbox. After Clicking Accept, AirDropper will be given “Sandbox” access to your Dropbox account. That is, it has read/write access, but only in the folder you specify.

AirDropper Dropbox - connect app to Dropbox

After allowing access, you’ll be taken immediately to the File Request form. Here, you can type in your email address, the recipient’s email address and an explanation of the file you are requesting. (You can also opt not to send an email. If you do this, you’ll be given a link you can paste to them in an instant message, Twitter, direct message, or whatever.) Here, you’ll also have a chance to specify in which folder you’d like the uploaded file to appear. By default, files wind up in the AirDropper folder within your Dropbox folder—but it might be useful to organize them by client, project, etc.

AirDropper Dropbox Extension

When you’re done, you’ll get a confirmation message. (By the way, there’s no such person as groovyjerk—I had Futurama streaming on Netflix in the background when I did this test and they say the word “jerk” like 12 times per episode, so it somehow crept into my test file request…)

AirDropper Dropbox - File has been sent

The email that the recipient receives will look like this. Nowadays, of course, it’s good to be wary of strange emails requesting you to click a link, so it’s probably a good idea to give the recipient a heads up. For now, the emails are sent by The recipient is given a succinct explanation and instruction to click the secure link to upload the requested file.

AirDropper Dropbox - Email requesting file

The interface for uploading a file is even simpler than the file request form. (Note that you’ll see https:// in the address, assuring you that standard SSL encryption is being used for each form, just like AirDropper promises in its FAQ.) To upload a file, just Click Browse and choose a file.

AirDropper Dropbox - Choose file to send

After you select a file, you can Click Send or Click choose a different file if you made a mistake. You can see the filename and file size on the left.

AirDropper Dropbox - Choose file to send

Dropbox Airdropper photo screenshot - choose a file

After you send the file, you’ll receive a confirmation.

Dropbox Airdropper photo screenshot success file sent

Voila! The file appears in your Dropbox folder.

Dropbox Airdropper photo screenshot


So what’s the verdict? Is AirDropper groovy? In my opinion, it is—especially if you or your associates’ email hosts are fussy about attachments. I love how user-friendly AirDropper is. There’s big money to be made by harvesting email addresses and forcing users to opt-in for spam to gain the privilege of using their free service, and AirDropper makes a classy move by not going down that road. There’s a grand total of two screens for both the file request and the file upload—one of which is the confirmation, so I guess that’s what I see as AirDropper’s strength—cutting down steps and making transferring files of all types and sizes as simple as possible.

The sender doesn’t have to install any software, sign up for any accounts or enter any usernames or passwords, which makes the process virtually foolproof even for the beginner geek. On the receiving end, you’re unburdened of the hassle of opening an email, downloading an attachment and shepherding it into the appropriate local folder. Plus, you get all the usual benefits of Dropbox—syncing across machines, the ability to “undelete” files and recover previous versions and web access to shared folders.

But I think at the end of the day, I probably won’t be using AirDropper in my day-to-day. As a web worker, I do send and receive my fair share of deliverables, but I’m pretty satisfied with what Gmail offers me. I feel like convincing new clients to work with something unfamiliar like AirDropper might be more trouble than it’s worth, especially when email attachments aren’t giving either of us any particular trouble. Also, there’s the slight inconvenience of having to send a new file request for each file. Once the requestee uploads a file, the secure link gets disabled (as it should, for security purposes)—which makes it less apt for relationships where files are being passed back and forth multiple times.


AirDropper is elegantly designed, refreshingly intuitive and a very feasible YouSendIt killer. It’ll make a great solution for anyone who needs a better way to send and receive files—but I’m just not sure who that is.



  1. Jack Shaw

    August 24, 2010 at 8:43 am

    “AirDropper Teams Up with Dropbox to Create YouSendIt Killer” LOL

  2. jordan

    August 24, 2010 at 10:03 am

    Okay, that’s officially awesome! Nice post groovinJackman!

  3. shockersh

    August 24, 2010 at 11:08 pm

    Well… I never thought was useful anyway. You can only send 100Megs for free with yousendit and GMAIL gives you 25 megs. Personally I prefer dropbox with public links. REALLY easy to send files.

  4. Chuck

    August 25, 2010 at 4:03 pm

    Binfer is a great option to send large files directly from computer to computer, without uploading to a server. You can send hundreds of files of any size with a simple drag and drop. Binfer will manage the transfers with auto resumes, encryption, notifications etc. Check it out:

    • MrGroove

      August 26, 2010 at 4:07 pm

      Binfer looks pretty good however you can only send 1Gig of files for free per month. Not bad but not great either. YouSendIt you can send only 100 meg files at a time however you can send 100 of them.

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