My question for others has always been why not keep some of these things. Its not taking up any more physical space like with people who are hoarders.
I have ancient things stored too, on disks, in archives. There's usually a way to open it when or if I ever need. Which probably is, never in most cases. Sometimes it have been both necessarily and enlightening to take a dive into it though.
I can understand the security reason to store memories. To me, looking forward is usually more interesting then being nostalgic. But luckily we are all different which makes the world more colorful.
In your situation I don't think I would turn on iCloud sync for messages then.
If messages drop into your devices just fine, and you want to keep all stuff on all of them.
And never delete anything on your devices, or delete on 1 and keep on another, what's the point?
For now iCloud is not something very reliable to me.
Apple is doing a lot of, and hopefully more, expansion of iCloud over the time.
But the security is not very good. Many people have had or have syncing problem.
Which was more uncommon earlier. But iCloud grows, and with that the demands raises.
I do a lot of syncing with my NAS instead of trusting iCloud with it now.
