Well, I don't see that feature at all....
It says on new app, I deleted one (that was causing problem anyway) and re-added to the app list, but I don't see the check box to keep up to date.
In my case, it was an old app, that from time to time the dev change the name and logo, on the device it was updated with the new logo and name... but the Meraki app dashboard keep using the old name and icon, no matter what I tried to update it. (By the way the app identifier stayed the same.)
Now I delete it from my list and add the new name and on the phone, the old app didn't uninstall and now I can't manage the new (same!) app. 😞