I’ve got a mix of older and newer devices - Mac desktop computers, iPhones, and an iPad, all of which are (mostly) running various DEVONthink versions. I’ve been successfully syncing between them (usually, until recently). I set this all up years ago, and have been pretty happily using this mashup ever since, but exactly how I got syncing to work is now a fuzzy memory, so I’d like to refresh my understanding of that. First I’d like to get DT on these devices all working reliably and predictably (to the extent that’s possible given the wide disparity in operating systems and the devices they’re running on).
OK, so here’s what I’ve got:
Mac desktop #1: It’s an old iMac (Retina 5K, 27", Late 2015). Running macOS Big Sur 11.7.10, and DEVONthink 2.11.2. This is my primary machine (it’s been a real workhorse forever).
Mac desktop #2: Mac Studio (2022). Running macOS Monterey 12.7.6. This one is not running any version of DT yet, so I’d like to set it aside and focus my efforts on the other devices for now.
iPhone X: Currently being retired after soldiering on for many years, it has worked well but the Battery Gods deem it’s time for me to move on. It’s still functional (as long as I keep it plugged in…), running iOS 16.7.12, and DEVONthink To Go 2.7.9 (16486). It’s to be recycled, but not until I get DT working on its replacement, which is…
iPhone 16 Pro: New, working well generally and getting updated as needed. Running iOS 26.2 and has DEVONthink To Go 2.7.9 (16486) installed but not exactly working (the app was just migrated from the old phone, the database is disconnected and needs to sync). I figure it’s highly likely I need to update to a much newer version of the app on this phone before I can expact anything to work…but given the old version of the desktop app, not sure what to do next.
iPad Mini v6, running iOS 15.6.1 and DEVONthink To Go 2.7.1 (16337). I was able to sync this one (from the iPad) recently (a few weeks ago) by simply tapping the little “cloud” icon, but that’s no longer working. We can get to this later.
My top priority now is getting DT on the new iPhone.
OK, so that’s what I’ve got. My first question: Should I install a new/current version of DEVONthink To Go on the new iPhone? If so, which version?
Note that I’m gonna need to be able to sync from the version of DT that’s running on the old desktop iMac (currently DT 2.11.2, running on macOS 11.7.10).
I am taking this one step at a time to try and keep it simple (and me sane); my concern is compatibility across these multiple devices which are running a wide range of operating systems. I can do minor updates on some of the devices, but for example the iMac has already had all the minor updates that are available; the next update would require going to macOS 12.7.4 Monterey, and I know from experience that might trigger a cascade of multiple required updates (so I’d rather not go there, at least not yet, if I don’t have to).
I’ll have some dumb questions about syncing later, but for now, I’m just looking for advice on which versions of DT to be focused on.
For context: my use of DT is quite simple (I only use it to copy notes, mostly text but with some images, between desktop and mobile devices; I know I am only using a tiny fraction of its features, that’s OK…as long as I can get them to work).
Thanks in advance for the help.











