send to kindleThere are many ways to send personal content such as ‘side-loaded’ (aka non-Kindle) books to your reader. You can email them to yourself, use a Calibre plug-in, or you can use the Send To Kindle app from Amazon. I have found this is the best method for me because there is no time delay. Sometimes, when I email or use a plug-in, the book does not appear right away. The app sends the book instantly, and the book is backed up the Cloud as it sends, so you can sync across devices and save notes and annotations. Your personal book will have all the same features as one you purchase on Amazon.

Here are the steps you need to follow:

1) Download the app from Amazon. I use the Mac version, but a Windows version and browser-based version are available too.

2) Set up the app. If you are not prompted to do so the first time you open it, just click on the options wheel. Then go to ‘registration’ and put in your Amazon account information.

3) Leave an icon for the app somewhere convenient; the desktop is a good place. I have it in my macbook’s menu bar.

set up

4) To send a book using the app, just drag the icon for the book on top of it. If you are using Calibre to store your books, this is easy. Highlight the book you want, right-click (or command-click on a mac) and choose ‘open containing folder’ from the context menu. The folder will pop open and the book should be right there.

open containing folder

5) And voila, drag away. A menu will pop up with options to edit the author and title, and select which device to send to. Press the button, and away it goes.

send to Kindle

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"I’m a journalist, a teacher and an e-book fiend. I work as a French teacher at a K-3 private school. I use drama, music, puppets, props and all manner of tech in my job, and I love it. I enjoy moving between all the classes and having a relationship with each child in the school. Kids are hilarious, and I enjoy watching them grow and learn. My current device of choice for reading is my Amazon Kindle Touch, but I have owned or used devices by Sony, Kobo, Aluratek and others. I also read on my tablet devices using the Kindle app, and I enjoy synching between them, so that I’m always up to date no matter where I am or what I have with me."


  1. Calibre already has this built-in, no plug-in needed. It’ll have all the same features of cloud backups, syncing etc. All you have to do is configure it, and remember to change the time delay between sends to like 1 second instead of 300 (which is the default). You’re installing an extra app and adding extra steps to something which is as simple as right-clicking the book in Calibre, Connect/share -> Email to

    The configuration is Preferences -> Sharing books by email. (You also get prompted to set this up when doing a new/clean installation of Calibre)

    For the delay setting:

    The app you mention can be quite useful for other documents and books that you don’t have stored in Calibre for some reason I agree, but to be honest I’d rather just drag the document right into Calibre and send it from there, since it’ll auto-convert the file as well.

  2. No, it’s not simpler – you have to open the folder in your Calibre library where the book is stored, convert the file to mobi if necessary, open the Amazon app, then drag the file from the folder to the app. Compare that to a simple right-click and choosing “send”. The initial setup of the app may be simpler than the email setup in Calibre, but in actual daily usage it requires extra steps to use. You can even see in the screenshot above the Connect/share menu choice.

  3. For Calibre you do not need an additional program to send to Kindle, you can configure that in Calibre and send books directly via rightclick to the device, the option must be configured and is named “Connect/Share”.
    It even converts the book if necessary and is not locked with DRM.

    • Count me in as another who has never been able to get Calibre to send to my Kindle. Like Joanna, I’ve checked all the settings, but the books either don’t get sent or never arrive. I’d love to do it all in one program, but I just can’t get Calibre to do it for me. I’ve also lost the Calibre content server, and I can’t figure that one out either. Best I can tell, I messed something up when I tested Calibre portable, but I don’t know what or how to fix it. Calibre is good for converting and storing my library, but I don’t use it for much else these days.

  4. …and then, there are people like me who don’t like Calibre. I use the converters occasionally through the command line, but in general, Calibre and I don’t mesh.

    Jack Tingle

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