Organize audio-books in iPod (iPhone) using MediaMonkey, the best method so far!

I LOVE audio-books. I enjoy listening them and learn a lot faster with them than reading. I usually listen  them in my leisure times, while doing some  physical exercise as in the gym, in the bus, while walking my ass …Winking smile. They are just great tools of learning; and  the iPhone (iPod) is a brilliant devise for audios. I also have Oxford & American Heritage dictionaries in it  to check out new words.  I know no other phone that has a better an application to manage audiobooks as well as great dictionary as Oxford and American Heritage. The main reason I bought the iPhone is of course for the audio-books.   

In this shallow world where substantive things lose value and triviality has got the utmost attention though, music has received more emphasis over audiobooks. Hence, Mr. Apple doesn’t take the case of audiobooks seriously in its devices. iPod is the perfect tool for music but not really as great as one expects for audio-books. There are a few tricks that you can do to get the books into the iPod; but not as such satisfactory specially when it comes to organization. I have tried different methods to organize my audio-books, to get each of the files in the books in a proper order so that listening would be more joy, organized and deductive. But, my frustration with ITunes was limitless. Spending hours and hours to make my audio-books easily accessible for  listening, I was not able to get all as I wanted. I have tried renaming the files, putting them into playlists, tagging track numbers etc. with no success.  The following two problems where specially annoying me all the time.

1. ITunes doesn’t allow importing many CDs of the same book as a single book.  If you want to get your audiobooks into your iPhone, you have to store them as music Albums. That is the trick you need to learn if you want to manage your books in iTunes.  But, storing audiobooks as music albums couldn’t give  you the flexibility to store different sections/chapters of the books as chapters/sections. I used to listen to an English vocabulary book called Verbal Advantage, as I mentioned before. The book has 24 CDS. I have to store each of the CDS as   separate books in the iPhone. This makes the ipod a total mess. While I had only about 90 audiobooks, the iPod actually used to display more than 300 audiobooks. That is just uncomfortable to browse the books. I want all the CDs as a single book. iTunes has a small trick thing to join the files of the CDs; I have used it for some time. But, that doesn’t work with mp3.

2. It Messes up track numbers: this is the terrible problem. In the middle of the listening, the the narration jumps from track 03 to 40. I have tried different methods to solve the problem in iTunes. Just terrible problems reappear now and then. 

I then discovered  MediaMonkey. It is not discovery actually. I have been using the software to manage music for about three years now. I can dare to say, MM is by far the best media  management software; and its tagging feature is  so incredible. I love it in all my heart. But, I was not able to get it work with my iPhone for some reason. Finally, I learned that the problem was related with QuickTime. Though there is not explicit requirement about the QuickTime, I found my iPhone failing to synchronize without it. So, I installed it beside iTunes. Everything works fine now. So, in this page, I will show you how you can exploit the powers of  MM to manage your audiobooks.

So, here is how I get the  best result in MM: 4 simple steps

1. Rename the files properly
2. Import them into MM
3. Tag the Title of the files from the file names
4. Remove the Track#
5. Voila!

1. The first step is  to properly rename your audio files. The renaming is necessary because tagging can be done from the name of the files. I use a software called Bulk Rename Utility to rename my files; an ugly, but so powerful software! it makes the renaming so simple. 

Just add some meaningful numbers as prefixes in the files, as

CD1-01 Introduction

CD1-02 ….



In this picture for example, I am simply prefixing CD7  on the existing names. The presix makes the iPod to arrange the files accordingly. The Bulk Renaming Utility (the book is “Verbal Advantage” as can you can see on the left side in the picture) can do complicated naming. You can add just prefixes, as I did here, Find and Replace, add numbers as Prefixes, etc.  This way of renaming, I will give your files a consistent file name that could  order them even if they are in the same folder. The file name also will function as the Title for the audio-files (as I will show you next). After prefixing the CD-numbers in each of the files,  I may then put all the files of the 24 disks into one folder(if I want to). Then

2. Import them into MM. I assume you know how the basics of MM. Go to Files->Add/Rescan files –>choose the folder where you have your audiobook; “[test]-Verbal Advantage” in my case. MM will import all the files in the folder.

3. Tag the files using the “auto-tag from file name” feature of MediaMonkey. Before you do the tagging, you have to select all the imported files of the book in MM. I selected all the files in the 24 CDs of the Verbal Advantage. You then go to Tools menu in MM and click on “auto-tag from file name”.  You will get a dialog box. In there, you will see the power of MM. It gives you the choices to tag Albums, Tracks, Artists etc from the file name. You can  specify to tag two or more features at the same time. But, for now, tagging the Titles of the audios from the filenames is quite sufficient. So, choose only <title> from the box and remove the others. MM will mark blue on the files that their Title is going to change.

Here is the screen- shot of the tagging window.  


The one I marked with red, for example, shows that the old Title “Introduction” is going to be replaced by a new title “CD-01-Introduction”. Click ok

4. Remove the Track# from the files. This is what motivated me to write this page today. Renaming and importing the files as I have described so far used to give me quite inconsistent results. For a reason I couldn’t explain, I sometimes used to get messed up orders of files in my iPhone. This morning, I discovered that the culprit is the Track# that the files come with. So, I have to remove it before I import the files into my iPhone. To do so, select all the files as usual –> right click –>properties . You will get a window. This is where you can insert the full metadata about your audiobook in MM. Here is what you have to do if you are not familiar with MM’s audiobook (music) management system.

a)  File path—leave it blank

b)  File Name—blank again

c)  Title –blank

d) Type: “audiobook” <—this is very important. your iPod will recognize the audiobook as  music otherwise. If you are using the older version of MM, you need to mark “audiobook” in the “Genre(s)” field.

e) Artist—write the artist(author) : “Charles Harrington Elster” in my case

f)  Track#: leave the box black, but tick the box in front of it. This will remove all the old track numbers stored in the files.


Note that deleting the track number is necessary only if you find it offending. If the the track numbers are properly set, they are great assets actually. So, the first thing is to try to synchronize the files to your iPhone and see of the order is good enough. If you find some files misplaced, say the 12th set as 2nd in the order, you need to go and remove the track number of those files (or from all the files). If you find the whole CDx (or a chunk of files) misplaced, probably, the Disk# is the culprit. So, go and remove (fix) it.

But, I have found one special advantage in removing track# totally from my files.  If the track#s are removed, the Titles (filenames) of the files  will be clearly visible in my iPod; otherwise, the iPod will be showing me only the track numbers (as 3 of 20). Being able to read the titles is actually good idea b/c you will be able to read in which chapter, section or subsection you are in, how the sections/chapters are organized enhancing your  comprehension; you can also easily skip the  chapter/topic that you are not interest in ; or just jump forth to the sections of your special interest. When I was listening  Bertrand Russel’s classic, “The History of Western Philosophy”, I had been skipping some of the sections about certain specific philosophers such as Hume and Descartes because I already heard (read) enough about them, targeting on less known ones helps me to get new ideas. The following picture is snapped from MM’s window. The names and numbers under Title column (marked Blue) will be visible in my iPhone. If I had no the Track# removed and hence  the Titles invisible in my iPod, I wouldn’t be able to see which section is about which philosopher, hence, forced to listen every section.


(You can, by the way, use an application called FlickTunes to supplement your Title reading experience in your iPod app. Search it in App Store.)

5. Transfer the files into your iPhone. Now, you have perfectly ordered files in your iPhone (iPod) stored as a single book. You don’t need to worry about jumping back and forth in the book; no clutter in your iPod; no hassling with playlists…. just play the first piece and enjoy your book to the end in one move!

Open-mouthed smileDelluOpen-mouthed smile


8 thoughts on “Organize audio-books in iPod (iPhone) using MediaMonkey, the best method so far!

  1. This seems like quite a bit of work. When you put the CD into iTunes select all tracks and then go to advanced options and hit join tracks. Then import thr CD. After it is imported right click on the CD and select get info. Now go to options and where it says music scroll down and change it to audiobook, also select the option for keeping the playback spot and skipping when you shuffle. It will be in your audiobook section and will not jump from one track to the next.

    • Thank you for commenting. Yah, it is a bit of work. But, the good part it: if you learn how to use the two applications, it is fast and efficient. Best of all, your files are permanently tagged. Wherever you import them, say, you migrate to android OS or put them into your Sony player or move them to another computer, you will always have clean, perfectly tagged, properly named files for the rest of your life.

  2. Of course, you could also buy your audiobooks from instead of wasting money on CD audiobooks. With a platinum membership, you get 24 books per year for less than $10 each. That’s for unabridged audiobooks that often retail for more than $50 on CD. And the selection is excellent. They are easy to add to iTunes and work great.

    • Yes, offers excellent choice though I find many of my old-school disks unavailable in audible. I also get some disks as free additional material when I buy hard-copies.

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