Book Stuff: Organizing Digital Books

Our family owns a bit over 2000 books. The majority of these are physical books. However, my digital editions are increasing rapidly1.

Many years ago . . .
My first memory of reading a digital book was when I was in high school2. My father had bought several educational CD-ROMs. One of these CD-ROMs contained a bunch of public domain books, probably related to Project Gutenberg, but I can’t remember for sure. This was how I discovered the Sherlock Holmes stories which I read on one of those old CRT monitors. However, while I enjoyed the novelty, it was a lot more comfortable to read physical books.

Toward the end of college I got a Handspring Visor. I read some Baen ebooks on it but that was mostly it.

When I started at High Plains Library District, at that time Weld Library District, I remember opening a drawer at the reference desk and finding two very clunky ereaders that had a selection of books loaded on them. I can’t remember what brand they were but I remember they had enormous wall wart adapters. I don’t remember anyone asking to check them out.

In 2006 I got my first iPod which was when I first started listening to downloadable audiobooks. At the time, it took me around 45 minutes to get to work so I had a lot of time to listen to audiobooks. Downloadable audiobooks were easier to use than CDs and didn’t involve trying to change CDs while driving down the freeway. All my audiobooks came frome the library. As such, there was no organization problem since the books disappeared when I was done listening to them.

Our family got our first Kindle at the end of 2011. Jaeger was the one that wanted it but the library subsidized it because they wanted staff to be more familiar with these new-fangled devices3. After about a year we realized that organizing books on the Kindle was a problem, particularly if you were reading books within a series. I researched how other people were dealing with the problem and came up with a file naming scheme to try to eliminate at least some of the problem. At a high level, it boiled down to renaming each book title to be series name, series number, a dash, and finally the title.

Once I started buying audiobooks, I stored them in iTunes on Anna, my old kitchen computer. I used Calibre for my ebooks. However, Anna is quite old and running out of space4. I also no longer listen to my audiobooks on an iPod that requires being synced to a physical computer.

Current Organization
In modern times, I haven’t fully embraced ebooks5 but still own around 240. I also own around 150 audiobooks, many of them duplicates of the ebooks since, as I’ve mentioned before, sometimes that’s a cheaper way to buy them.

Last year I finally decided to store my “digital library” on Google Drive. I already used Google Drive and knew it worked with all my devices. Once I had the basic concept sketched out, I upgraded from the free 15 GB to 200 GB6 and started my migration in earnest.

Google Drive’s search is fantastic. However, I still wanted to be able to browse my books so I created a hierarchical folder structure. At the base is my Digital Library folder. Next are folders for Fiction, Information, Music, Personal (mainly photos and small videos), Picture Books, Recipes, Temp, and Video. Within the fiction folder are folders for each author. Within the information folder I’ve roughly organized by subjects (such as biography cooking, travel, etc).

In both the fiction and information folders I have a folder for each book title and then, if they exist, a folder for M4B, MP3, and eBook. It’s probably a little over the top to have so many sub folders but it helps keep related files together, particularly in the case of MP3 when there’s often many files.

Preparing Books for Uploading
For eBooks, I open them up in Calbrie. If necessary, I strip the DRM7 and then convert the book to both MOBI and EPUB. I probably don’t need the MOBI format anymore but at this point it’s habit. Once converted, I upload the MOBI, EPUB, and original eBook file to Google Drive.

It currently isn’t convenient to use Anna so I now use Myfanwy, my Linux laptop, for audiobooks. It took me a while but I finally discovered OpenAudible which works great with my Audible and non-Audible audiobooks. For Audible books, I strip the DRM which converts the audiobook to one MP3. At that point, I’ve been converting them to M4B format also but I’m not sure that gives me any real benefit so I may stop. The books I get from Libro.fm are divided into multiple MP3 files (one per chapter, I think) which I find annoying. I use OpenAudible to convert them to a single file and then often also convert them to M4B. Once all the conversations are done I upload the MP3 and M4B versions to Google Drive.

Using the Digital Library
During the day, I read/listen to my digital books on either my iPhone or iPad. Because of this, I usually use the original vendor app to read/listen (i.e. Audible, Kindle, Libro.fm, Downpour, etc). However, some of my content I didn’t get from one of the main vendors. In those cases, on the iOS devices, I usually read in iBooks and listen using Bound because it has direct integration with Google Drive.

At night, I listen to audiobooks to help me fall asleep and go back to sleep when I wake up in the middle of the night. I only listen to a subsection of my audiobooks that are interesting but I already know what will happen next so I don’t stay awake to find out. Unfortunately, I need an audiobook app that has a sticky sleep timer. That is, if the sleep timer stops a book but I start it again with my earbud, the sleep timer automatically restarts and will once again turn off the book at the 20 min mark. As far as I can tell, there are no iOS apps that will do this. I have spent countless hours looking. As a result, I use the Smart Audiobook Player app on my old Android phone at night. There’s certainly a better way to transfer the audiobooks onto my Android device. However, for now I download them to Myfanwy and then from there transfer to my phone’s SD Card8.

  1. In 2020 we bought 23 Audible audiobooks, 3 Downpour audiobooks, 5 Libro.fm audiobooks, and 31 Kindle ebooks for a total of 62 downloadable books. By comparison, we bought 2 physical audiobooks and 30 physical books for a total of 32 physical books. As an aside, the Kindle ebooks were almost always discounted while the physical books were almost always full book-cover price.
  2. Probably high school, maybe middle grade, I can’t remember for sure.
  3. Ok, they weren’t super new-fangled. By this point, Amazon had released 4 models of the Kindle.
  4. Giving her an SSD many years ago was a great upgrade at the time but it’s only 500 GB.
  5. Sometimes I’ll read one while waiting in line at the store and I’ve grudgingly switched to eBooks when flying.
  6. I’m approaching the 200 GB limit so have reluctantly upgraded to 2TB, the next level up, and expect to stay at this level for quite a while.
  7. To be clear, I strip the DRM so the books will work on all my devices/apps and they’re more future-proof.
  8. That said, this phone hasn’t gotten a security update since 2017 so I rarely let it connect to the internet.