Messages not staying pinned in iOS 14 on iPhone

I’m having the same issue. Mine was fine until the iOS 14.0.1 update the other day. And, now it is giving me the “message not delivered” and not sending messages to that same group. I have to try to resend over and over before the message goes through. This was occurring prior to the original iOS 14.0 update. Anyone else having this issue with mixed apple and android groups? I hope they fix this annoying and inconvenient flaw.

That still happens to me, even with iOs 14.0.1, and furthermore when I try to re-pin the missing contact of contact group it says it is already pinned--that is, I only have the option to unpin it. But actually I don't have that option either: clicking on unpin does nothing! And restarting my iPhone does not fix this.

I discovered that I could re-pin them if I use the "edit pins" function as opposed to a long press on the group. However, they continually disappear again. Sometimes I come back to only eight of the nine still pinned, and this morning I came back to only six of the nine still pinned.

I have reached out to support and I haven’t received any help or solutions. It’s still happening to me 10-6-20 my phone is updated and I’ve tried resetting and nothing works. It’s very random which messages stay pinned and which ones don’t. Sometimes I open the messages app and all my conversations are there and other times only 2 will be and it definitely struggles with my group messages.

I am working with Apple support thru direct messaging on twitter about this. I also reported that there are a lot of people with the same issue. Hopefully they get this corrected because I like this feature.

I also have an iPhone XR. iOS 14.0.1. A pinned message is not showing up on top. I actually had Apple support on the phone. He had me unpin it. It wouldn’t unpin. He suggested starting to reset things. I told him I’d wait.

I had 3 group messages and 6 individual messages pinned. At a random time, 1 of the group messages and 3 of the individual messages unpin. I am left with the same 3 individual messages and 2 group messages pinned.

Software update 14.0.1 is already installed and has not fixed this issue.

I am going to unpin all messages, restart my phone, and reattempt pinning all messages.

If anyone else has a solution, I would greatly appreciate it!

One user noticed that deleting any message thread (from anyone) caused the missing pinned conversations to reappear. It works, but it is a temporary fix, because they disappear again. Furthermore I don’t like to delete messages unless they’re from someone I don’t care about!

I’ve been working with somebody with Apple. They told me to reset my phone and download everything from the iCloud, but I needed to do it using a computer. I don’t have a computer, I only have an iPad and my iPhone. So they made an appointment for me to go into an Apple store and have it done on Sunday. Annoyed that it takes resetting our phones and downloading from the iCloud to fix issues on their updates.

What does that mean, “Download everything from iCloud”? What’s “everything”? I have a PC, which does not have a messaging app that syncs with my iPhone. Honestly that sounds like nonsense, and any feature that requires such a convoluted fix is buggy to begin with.

<<Once you do a reset, you’re basically wiped everything out of your phone. So you have to download what you backed up from the iCloud.>> Not necessarily. You can do a restore from a local backup. Anyway, I am curious to see if this turns out to be a permanent fix. Somehow I doubt it, but I'd love to be wrong.

I wouldn’t waste the time with that “fix.” It sounds like they are grasping at straws!

1st: not everyone backs up to iCloud and you’ll Probably end up finding out that you have more than 5 gigs worth of back up, which means they’re going to try to encourage you to purchase more gigs, so they’re going to end up selling you more gigs to purchase and convince you that you need to back everything up in iCloud, which you don’t.

And what does resetting your phone have to do with pinning a message? That really males no sense that you have to “reset” your phone just to make their updates work right!

It’s a glitch, they know it, and there’s probably not much they can do about it until it’s fixed. The glitch only seems happens to group chats that contain android users, from the comments I have been seeing.

What I also noticed is that for me, if nobody has commented in the group chat in a 24 hour time frame it drops from pinned, but as soon as someone comments it reappears in the pins again. Which indicates that it’s an obvious glitch and is capable of being pinned with android users in the chat.

I’m pretty sure apple does not read any of these user support comments so we probably should start lodging complaints to them so that they can figure out that it is a real glitch that they need to fix.

I was not happy with the response, they insisted it had to be done from a computer because doing it there is safer. I said basically you expect me to go and buy a computer so I can do this and why does your updates always cause us to wipe our phones. No response back on that one. They also didn’t see that this was an issue with too many people.

I agree, they act like you are the only one with this issue. I had an appointment today at an Apple store, they were going to reset my phone and download everything back from iCloud. I canceled it because it’s ridiculous to have to try to fix the problem by resetting everything and re-downloading. I just hope they come up with a fix quickly. I like this feature.

<<So I’m hoarding all my junk texts, to delete when I want the groups back up. Certainly this is exactly how it’s meant to work!>>

Same here, or I will send myself a one word text, to be deleted when I want to force disappeared pinned conversations to re-appear. Apple elegance at it most elegant!