Why aren't my audiobooks syncing to my iPhone X from iTunes?

All I can suggest is that you play around with processing the files within Fission, either stripping tags/meta data (if it has that specific function) or simply importing and saving-out in another format (think that action may also remove tags as well) in the hope that when you put them back into iTunes they "stay" together during the syncing process and in do so stay in the Audiobook category.

It's that or hope someone else comes along that has had a little more experience because I can't really add any more I'm afraid.

Thanks for taking the time to detail that out, it will come in useful for the future I’m sure, reading through you list various stages but the ones that stick out that could have resolved the tendency for files to split-up are reimporting, convert to AAC and Group Renaming.

I also understand your frustration with the Audiobooks App because it appears to be as “featureless” as the Podcast one, it limits any sort of useful management on the device itself to the bare minimum and therefore requires you to call upon good old iTunes, which I thought Apple was trying to wean us off.

Still, all’s good that ends well, all the best.

The first thought is that for some reason your conversion to audiobooks didn’t take for all files, you say one appears under Audiobooks but the rest don’t, can you still find them Music?

This article may help especially the section regarding “compilations” (the bringing of various files together). https://www.lifewire.com/create-an-audiobook-from-mp3s-in-itunes-2438719

I would double check what you have done and pay careful attention to how the files have been named and categorised (ie media kind), it’s common for the odd file to go astray because of mistakes at this stage of the process.

Hope this helps.

ps. This may also be useful http://www.idownloadblog.com/2017/01/12/how-to-convert-music-tracks-to-audiobook -in-itunes/

I’m not sure what’s going on, it’s hard to troubleshoot without being in front of the screen so to speak. All I can say is I’ve had similar instances when trying to get content to display in a certain way in either iTunes or when synced to iDevices.

I’ve always had the nagging impression it’s been down to incorrect data “tags” that’s accessed/changed via “Info”, but sometimes no matter how hard I looked I just couldn’t track the cause down, in the end I used a third party App called Fission which changed or stripped the “tag” info, then when altered again in iTunes things worked.

You could drag the files out to a folder, strip tags with a third party app, import back into iTunes and then try and set name, kind and category ect from scratch again in the hope it all sticks.

It’s been a while since I had this kind of problem so the above is from a very scratchy memory, wishing you luck.