Update, Monday May 19, 2025
In fairness to the developers and users of Ulysses, I want to provide an update.
Over the weekend, I disabled iCloud syncing on all of my devices for all applications and deleted Ulysses from each device. I then re-enabled iCloud syncing and, as is my practice, ensured all of my iCloud documents were downloaded to my Mac. I do this to maintain complete local backups on two external drives. I left the Mac on overnight to allow all documents to finish downloading.
This morning, I decided to reinstall Ulysses on my devices to see what would happen. After reinstalling, all of my Ulysses projects and sheets downloaded and synced correctly across every device. Even my large book project appeared in proper order. I also created and deleted several test sheets. Everything synced correctly.
Iām pleased that everything is now working as it should. That said, Ulysses remains the only app in my workflow that has required this level of intervention to function reliably. All of my other apps synced properly without resetting iCloud.
I hope this update is helpful to those who may have been concerned by my earlier post. Based on my experienceāand that of othersāa degree of caution with Ulysses syncing still seems warranted.
Will I continue to use Ulysses? I donāt know. Iāll need to give it serious thought. At the moment, I doubt it. The only reason Iād even consider it is that itās a wonderful app to write in.
But, even with the positive syncing, NOT everything is syncing correctly. For example, the project folders are not syncing:
iPhone
iPad
Mac
In any case, I want to be fair and transparentāeven if it means ending up with egg on my face. I also want to represent the Ulysses developers accurately. These posts often appear in Google searches, so itās important that I provide a complete account of my experienceāgood and bad.
Before I proceed, I need to eat a little humble pie and offer an apology.
I have been all over the place multiple times regarding my writing app(s) of choice. Scrivener, Ulysses, iA Writer, Craft, Pages, Word, and few others Iām probably forgetting. I posted here too many times about my travails and tinkering with writing tools.
For those tired of my posts about this, I offer my sincere apologies. I donāt mean to be a nuisance or tiresomeāhonestly, I donāt blame you. Iām wearing myself out just writing them! ![]()
I have tried for several years to use Ulysses as my primary writing app. I love nearly everything about it. But despite my best effortsāand even with recent updatesāsyncing remains unreliable.
I wonāt burden everyone with the full list of sync issues Iāve encountered over the years. Iāll simply share the most recent example from this morning.
This morning, I made two straightforward changes in Ulysses on my iPad:
- I renamed my book project from āBook (Nov 2024)ā to āBook.ā
- I deleted two sheets.
After nearly two hours, the changes I made on the iPad still hadnāt synced to either the Mac or the iPhone.
Steps I took to resolve the issue:
- I waited for over two hours.
- I closed and reopened Ulysses on all devices, several times.
- I shut down and restarted each device.
Still, no sync.
My final step was to turn Wifi and cellular off of my iPhone and Wifi off on my Mac. I then deleted Ulysses on the iPad and reinstalled it.
The result? My book project downloaded with all of the sheets (chapters) in the incorrect orderānot matching the order of the chapters on the Mac and phone. For the record, I have Ulysses sort set to manual on all of my devices.
For context:
- Iām running an M4 iPad Pro, an M1 MacBook Pro, and an iPhone 13 Pro.
- Ulysses is updated on all devices.
- All OS versions are current.
- All devices are on the same network.
- All other apps sync flawlessly
I want to use Ulysses. I like itāa lot. I also recognize that many users swear by it, rely on it for all their writing, and have never experienced a single sync issue. Itās an elegant, thoughtfully designed writing environment.
But I can no longer justify the time lost to ongoing sync failures. Nor can I continue working under the constant strain of wondering whether my changes will syncāworse still, whether Iāll lose work entirely (which has happened at least twice), or whether files will become a mangled mess.
Thankfully, I have a robust backup system and maintain a mirrored version of my book project in Scrivener, so nothing was lost. Without those safeguards, I would have lost a significant amount of work.
To be clear: this is not an iCloud issue. As stated above, all other apps I use that rely on iCloud sync flawlessly.
I share this not to rant, but to lament. And, as others in this forum, elsewhere, and in [this article] (Fuck You Ulysses! - by Erik Engheim - Erik Explores) (apologies for the vulgarity in the title) have shared, Iām not alone in this experience.
I could contact Ulysses support again; they are very responsiveābut I donāt have time to keep troubleshooting. I have writing to do. ![]()
Perhaps one day Ulysses sync will be rock solid, and Iāll happily consider returning to it. Until then, it is back to Scrivener, iA Writer, and Pages.
This time, I mean it! ![]()
![]()
With that, Iāve changed what loads at startup: Dropbox (for syncing Scrivener), along with iA Writer and Pages for writing outside of Scrivener. Scrivener is more complex than I preferāespecially when it comes to compilingābut Iāve never had a single sync issue with it.


