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Well... the free version may be limited, but the middle version can handle 50,000 using SQLite, and the MailSteward Pro version (MSP), which uses mySQL, can handle millions.
Sorry, that was supposed to read “100,000,” not “10,000.”

I tried to use MSPro but could never get it set up. It would have been great to do what you do. I got little or no help and gave up on it. I'm sure others can get it to work.

My first archive collection has 120,000 emails plus their attachments, and I started a new one this year. My mail volume is higher than most people's, because I used to operate a popular and wide-ranging web site.
 


I'm using MSP, and have virtually every (non-spam) email I've ever received since 1998. I have it filter out what I've marked as spam, and automatically add new emails twice a day. Right now there are almost 90,000 emails and attachments in the database.
If you're using the MySQL version, are you doing it to your local machine or to a remote server somewhere? I vaguely recall trying MailSteward Pro a few years ago and had a few issues with it working with MySQL. I do use Apple Mail, though, and would have been using a server here at the office.
 


If you're using the MySQL version, are you doing it to your local machine or to a remote server somewhere? I vaguely recall trying MailSteward Pro a few years ago and had a few issues with it working with MySQL. I do use Apple Mail, though, and would have been using a server here at the office.
I was using my local machine. I don't recall the tools I was using, but there was a version mismatch or some such. There comes a point when one decides the value of one’s time is more than the cost of moving to different software. It worked for a while then quit, then with labor I got it working, then it quit. I do use MySQL on a regular basis on a server, but ... if I had this much trouble, I can't imagine a novice using it.
 


If you're using the MySQL version, are you doing it to your local machine or to a remote server somewhere?...
It's going to mySQL on my local machine. (That way, it gets backed up with each daily backup of the drive as well.) I'd easily acknowledge that mySQL can be problematic for new users, irrespective of MailSteward. David Z appears to be familiar with it, and I can only say that comparing our anecdotal experiences, mine has been much smoother than his.
 


There are issues with how Apple Mail handles junk email that have long puzzled me. Caveat: I am still on El Cap. However, a few updates ago, my iMac (which had "Enable junk mail filtering" checked) no longer allowed me to designate messages in the junk mail folder as "not junk".

When viewing email titles in the Junk folder, I would occasionally briefly see the typical brown color highlight, which indicated I could designate a message as "not junk", but then the highlighting would clear and the "not junk" option would disappear. More typically, none of the messages in the Junk folder were highlighted, regardless of date. I tried dragging messages out of the Junk folder to their respective in-boxes to try and train the junk mail filter, but I don't think that was successful.

Now, that iMac is retired, and I am only checking my email (all IMAP or Exchange accounts and including an iCloud account) using my MacBook Air with junk mail filtering not enabled. Yet, for all these accounts I still see messages in the junk mail folders, again with no option to designate as "not junk". For the heck of it, I tried adding the Junk item to the toolbar, but it is greyed out.

Short of switching to one of the alternatives mentioned often on MacInTouch, does anybody know an explanation, or better yet, a solution to this annoying issue with Mac Mail?
 


There are issues with how Apple Mail handles junk email that have long puzzled me. Caveat: I am still on El Cap. However, a few updates ago, my iMac (which had "Enable junk mail filtering" checked) no longer allowed me to designate messages in the junk mail folder as "not junk".

When viewing email titles in the Junk folder, I would occasionally briefly see the typical brown color highlight, which indicated I could designate a message as "not junk", but then the highlighting would clear and the "not junk" option would disappear. More typically, none of the messages in the Junk folder were highlighted, regardless of date. I tried dragging messages out of the Junk folder to their respective in-boxes to try and train the junk mail filter, but I don't think that was successful.

Now, that iMac is retired, and I am only checking my email (all IMAP or Exchange accounts and including an iCloud account) using my MacBook Air with junk mail filtering not enabled. Yet, for all these accounts I still see messages in the junk mail folders, again with no option to designate as "not junk". For the heck of it, I tried adding the Junk item to the toolbar, but it is greyed out.

Short of switching to one of the alternatives mentioned often on MacInTouch, does anybody know an explanation, or better yet, a solution to this annoying issue with Mac Mail?
I don't have Junk filtering enabled in Mail.app under macOS 10.13.6 but instead use a combination of SpamSieve, a truly terrific plug-in at a fairly reasonable price (US$30; not connected to the author, just a very happy customer) and "Rules" (filters) I've set up to move mostly valid, commercial mail from outfits with which I currently do not do business but don't want to classify permanently as spam, to the Junk folder. Messages in that folder appear with a "Move to Inbox" button.

Messages in the Spam folder I set up in accordance with SpamSieve's instructions appear with "Not Junk" and "Move to Junk" buttons. And of course, nearly all of the above, due to their (ab)use of HTML, also display a "Load Remote Content" button, because there's no way I'm letting some bot throw that stuff onto my system without my consent (Mail -> Preferences -> Viewing -> uncheck "Load Remote Content in Messages").
 


It's going to mySQL on my local machine. (That way, it gets backed up with each daily backup of the drive as well.) I'd easily acknowledge that mySQL can be problematic for new users, irrespective of MailSteward. David Z appears to be familiar with it, and I can only say that comparing our anecdotal experiences, mine has been much smoother than his.
We're pretty handy with MySQL here - we use it for many, many things.
I downloaded MailSteward again yesterday and was able to easily connect it to our MySQL server. It 'seems' to work OK but even though I have it scheduled to run every hour, the message counts in MailSteward, MySQL and my email inbox never match. I'm going to see how it goes over the next few days but right now I'm not convinced it is backing everything up properly.
 


Now, that iMac is retired, and I am only checking my email (all IMAP or Exchange accounts and including an iCloud account) using my MacBook Air with junk mail filtering not enabled. Yet, for all these accounts I still see messages in the junk mail folders, again with no option to designate as "not junk". For the heck of it, I tried adding the Junk item to the toolbar, but it is greyed out.
My guess is that the servers handling the accounts are labeling email as 'spam' or 'junk' before forwarding it to you. I've seen similar behavior in ElCap email, which I have receiving mail from several accounts.
 


I downloaded MailSteward again yesterday ...but right now I'm not convinced it is backing everything up properly.
Well, I'm not in a position to provide support for MailSteward, but I have found the developer responsive. That said, the settings configuration can be tricky. I have always forgone "email accounts" as a choice, and selected my mailboxes instead. The one thing that seems to have helped it get "everything" was to use the option at the bottom of the Accounts tab: "In addition to the accounts... also import email from this folder." There I chose the folder holding my mailboxes. I don't use Apple's Mail, so I can't point you to it properly. It may be ~/Library/Mail.... For MailMate users, it's in
~/library/application support/mailmate/message/IMAP/your-email-address/INBOX

Also, there's an option about handling duplicate email in the "general" tab.

Again, however, I'd just ask the author...
 


Well, I'm not in a position to provide support for MailSteward, but I have found the developer responsive. Again, however, I'd just ask the author...
Thanks Tracy. It would be nice if they had a contact page or email address on the MailSteward website - I couldn't find one. Not that it matters now, I've given up. I have it scheduled to archive every 2 hours and when I arrived at the office this morning I had 9,980 emails in the inbox and 5,200 rows in the MailSteward database.

That's too big a discrepancy for me to be satisfied it's doing everything correctly.
 


I funnel almost all my email through Apple Mail using IMAP, from Gmail or my site-hosting service. It has served me well enough for most of my Mac-using life. A little over 200 rules funnel much of the incoming mail to folders on my Mac.

I’m running macOS 10.13.6 on a late 2015 iMac 27”. While my Library/Mail folder is somewhat less of a rat’s nest than it was before my Fusion drive had to be rebuilt by an Apple store tech in December, it still bears the clutter of years of in-place OS upgrades, if not decades. For years now, each OS upgrade has appeared to cripple Mail’s database and require a slow reconstruction of it, but High Sierra appears to have caused even more problems. I suppose I should export, archive, and delete much of what I have stored within it, but I do like having the ability to reference old communications.

Within the past month or so, I noticed that I wasn’t receiving certain types of attachments (uncompressed PDFs) to certain emails. The icon(s) would appear at the bottom of the message, but with a “Downloading…” modifier that never completed, as in the screenshots shown here:

A Finder search of the named icon might reveal a zero-byte PDF, or it might reveal nothing. A search with DEVONtechnologies' excellent EasyFind would reveal that same zero-byte PDF, and occasionally also the full PDF, properly downloaded, lurking within the Library/Mail/V5 hierarchy. If I’m lucky.

Perhaps most oddly, emails with attachments that I send to myself via a browser [rather than the Mail app] appear to arrive and load properly. I’ve tried to rebuild individual mailboxes from within Mail, but to no apparent effect. I need to be able to receive and process attachments from clients quickly and reliably. Can anyone suggest a course of action, or am I looking at another nuke-and-pave?

Many thanks for any thoughts.
 


... Within the past month or so, I noticed that I wasn’t receiving certain types of attachments (uncompressed PDFs) to certain emails. ...
Apple changed how the Mail app deals with attachments in macOS 10.13 [...]. Please go to Mail.app > Preferences > Accounts..., and click on your account on the left (Account Information) and take note that you now have a choice under "Download Attachments" - click on to choose "All" instead of the default of "Recent." This should hopefully solve your issue.
 


Apple changed how the Mail app deals with attachments in macOS 10.13 [...]. Please go to Mail.app > Preferences > Accounts..., and click on your account on the left (Account Information) and take note that you now have a choice under "Download Attachments" - click on to choose "All" instead of the default of "Recent." This should hopefully solve your issue.
"All" is already checked on all accounts that present that option (except for an old Verizon/AOL POP account). This is being caused by something else.

And just this morning, an Informed Delivery email I get daily from the USPS, which normally shows scans of incoming mail pieces, failed to load two jpgs, which are now exhibiting the same problem as pdfs.
 


And just this morning, an Informed Delivery email I get daily from the USPS, which normally shows scans of incoming mail pieces, failed to load two jpgs, which are now exhibiting the same problem as pdfs.
In recent days I've been finding that, but it's Informed Delivery having intermittent failures, not Mail.

What I am curious about is how to get Mail to clean attachments that I might have "touched" at some point in the past, but don't need — have deleted the original email months or years ago and saved a copy of the attachment (or want to delete that, too). Is there an autoflush I don't know about, or does the attachments folder just keep growing forever?
 


... Within the past month or so, I noticed that I wasn’t receiving certain types of attachments (uncompressed PDFs) to certain emails. ...
Do you have rules to move these messages to a folder besides the Inbox? If you do, that is the problem. If you disable those rules, the attachment will be fully downloaded and in your Inbox. You can then move them to the appropriate folder.

I have an active open bug with Apple for this. Or it may have been closed as a duplicate. I can't remember, as I have two other bug tickets open for Apple Mail, one being that rules are not being applied when edited and saved (although I think this has been resolved in Mojave). The other — signatures are removed from accounts when the app is quit, except the "All Signatures" keeps them all, so I can at least copy them to the accounts as needed — is still an issue but is closed as a duplicate to an existing ticket/case.
 


Do you have rules to move these messages to a folder besides the Inbox? If you do, that is the problem. If you disable those rules, the attachment will be fully downloaded and in your Inbox. You can then move them to the appropriate folder.
As I said above, I have dozens of rules set up to move messages to folders. I'm not happy about having to delete them, but I will.

If that's the cause, that's a hell of a bug. Thank you.
 


As I said above, I have dozens of rules set up to move messages to folders. I'm not happy about having to delete them, but I will.
If that's the cause, that's a hell of a bug. Thank you.
I'm sorry, I must have missed where you said you had dozens of rules. I see it now in re-reading it. You don't have to delete them. Just disable them until the issue is fixed. Yes, it's a PITA for sure.
 



I funnel almost all my email through Apple Mail using IMAP, from Gmail or my site-hosting service. It has served me well enough for most of my Mac-using life. A little over 200 rules funnel much of the incoming mail to folders on my Mac.
...
Within the past month or so, I noticed that I wasn’t receiving certain types of attachments (uncompressed PDFs) to certain emails. The icon(s) would appear at the bottom of the message, but with a “Downloading…” modifier that never completed
I've had this problem for about a year and a half, and I have a work-around that is tolerable but far less than ideal. It started, I believe, when I installed Sierra; upgrading to High Sierra did not fix it. I have not jumped to Mojave yet. It started on my 2013 15-inch MacBook Pro, and followed me to an iMac Pro in January.

Like Maurice, I have an elaborate set of rules that copy incoming messages from my inboxes to a set of folders "On My Mac". I don't think too many people do this, which is why there haven't been a lot of complaints about it. My guess is that the rules are executing too quickly, before the incoming message has been completely processed to identify what parts are message and what parts are attachments. It is a "race condition" where sometimes the attachments are recognized and sometimes not; if there are multiple attachments in a single email, frequently some make it and some don't. If you look at the message sizes, it is clear that the information for the attachment is always there, it is just that sometimes it has not been processed and is marked as "Downloading".

The work-around it easy — just find the message in the inbox (i.e., still on the server) and open it. The attachments are always there, fully processed and ready to go. I just file the attachments where I want them, and then use "remove attachments" to get rid of the defective copy in the On My Mac boxes. If you want the attachment associated with the message, you can find the message in the inbox, and copy it again to a folder on your Mac - on this second copying, the attachment comes through fine (this is one of the reasons why I think it is a timing issue; it only fails for messages that have just arrived.)

This is just one of many inexcusable examples of poor quality control and badly-thought-out/badly-implemented features in Apple Mail. I will leave the rant to your imaginations.
 


My guess is that the rules are executing too quickly, before the incoming message has been completely processed to identify what parts are message and what parts are attachments. It is a "race condition" where sometimes the attachments are recognized and sometimes not; if there are multiple attachments in a single email, frequently some make it and some don't. If you look at the message sizes, it is clear that the information for the attachment is always there, it is just that sometimes it has not been processed and is marked as "Downloading".
This sounds like the best explanation for what's likely happening that I expect to find. Many thanks.
The work-around it easy — just find the message in the inbox (i.e., still on the server) and open it. The attachments are always there, fully processed and ready to go.
I have yet to verify whether this is true for me. All the emails I've had this trouble with thus far are either already filed elsewhere or deleted. And now that I've wiped my rule list, I'd need to set one up again to test this, which is probably what I'll do.
 


My guess is that the rules are executing too quickly, before the incoming message has been completely processed to identify what parts are message and what parts are attachments. It is a "race condition" where sometimes the attachments are recognized and sometimes not; if there are multiple attachments in a single email, frequently some make it and some don't. If you look at the message sizes, it is clear that the information for the attachment is always there, it is just that sometimes it has not been processed and is marked as "Downloading".
That makes sense. Mail can get very slow, and that can lead to other troubles. I'm a very fast touch typist, and at times I can get ahead of Mail's processing, causing accidental deletions of messages if I think I'm clicking on one message when Mail thinks it's on the next. I suspect that's a hidden cause of some missing mail.

I don't use a lot of rules so I haven't noticed the missing attachments. Or perhaps the way I read messages avoids that problem.
 


I have a different Mail.app attachments problem that began the moment I upgraded from El Capitan to Sierra.

It is now no longer possible to remove attachments from an email. Any attachments from emails that were downloaded when I was in El Cap can be removed, but any attachments downloaded in Sierra can not. The "Remove Attachments" option is grayed out in the "Message" Menu. I have about 10 email addresses, and all are POP accounts, so I don't know if this is a problem with IMAP or not.

I searched a couple of weeks ago and tried Apple forums, but no luck, just a few similar complaints with no solutions. Anyone else run into this?
 


It is now no longer possible to remove attachments from an email. Any attachments from emails that were downloaded when I was in El Cap can be removed, but any attachments downloaded in Sierra can not. The "Remove Attachments" option is grayed out in the "Message" Menu. I have about 10 email addresses, and all are POP accounts, so I don't know if this is a problem with IMAP or not.
I've just checked Mail in Mojave, and Remove Attachments isn't greyed out and works as expected. (This was tried on an iCloud e-mail in my Inbox.)
 


I am not having an attachments issue, but I find High Sierra Mail on my laptop will not show the encryption or signing options at all. I had OpenGPG working fine, and then uninstalled it when they went from free to rather pricey; now Mail is refusing to let me use even Apple's S/MIME.

It's odd because my desktop has a nearly identical setup but does not have this problem. I tried fixing the keychain and removing certain certificates and such that others had indicted as being the issue on Apple's forums, but that doesn't help. Google searching brings up 99% garbage (as in “here's how you encrypt! wasn't that fun?"). Keychain First Aid is long dead, with no replacement that I can see — and I show not one but three “ghost” keychains.

Any thoughts?
 


I've just checked Mail in Mojave, and Remove Attachments isn't greyed out and works as expected. (This was tried on an iCloud e-mail in my Inbox.)
It sounds like it may have been fixed then, but I have no plans to ever move to High Sierra and my two 2011 17" MacBook Pros can't run Mojave. I have enough attachments sent to me that this is a definite inconvenience and means that I will need to delete the whole email to get rid of the attachments unless there is a fix or someone finds a workaround for this.
 


I am not having an attachments issue, but I find High Sierra Mail on my laptop will not show the encryption or signing options at all.
... and today I tried one more time, copying my private keys, and now it worked, and suddenly Mail is OK. So if anyone has this problem, it was how I tried importing my private keys into the keychain on the laptop (I thought it was the same way both times...).
 


I just read over the problems with Apple Mail, and I, too, have been exasperated by many of them over time. The program seems to be getting more and more problematic as time goes on. But the really very problematic issue I have is with attachments not downloading, as has been described above. But my problem may be a bit different.

I’m using High Sierra (since it came out), and the problem I’ll describe has been going on at least since I updated to that, but maybe even before (past year or so?).

I have two email addresses: one is “xxx@me.com", the other, from my local ISP, is “xxx@chello.at". Attachments to the chello account all come through fine. Attachments (of all kinds - pdf’s, Word and other docs) to the me.com account almost never do - they never “finish downloading” - but very occasionally they’re OK, too.

I’ve got over 20 rules, many of them to move mails to various mailboxes. But the behaviour is the same whether the mail stays in the Inbox or gets “ruled” into a folder. My "Download Attachments" is set to choose “All”.

I don’t want to eliminate the me.com account, because it’s being used by too many people and registrations for a long time, although I've been telling people to use my other address instead. I’ve never used another mail app, but is it possible that one might solve the problem? I’ve been afraid to try, because I’m afraid of screw-ups with things like my email passwords, Apple ID, and such. Any ideas?
 


I just read over the problems with Apple Mail, and I, too, have been exasperated by many of them over time. The program seems to be getting more and more problematic as time goes on. But the really very problematic issue I have is with attachments not downloading, as has been described above. But my problem may be a bit different.

I’m using High Sierra (since it came out), and the problem I’ll describe has been going on at least since I updated to that, but maybe even before (past year or so?).

I have two email addresses: one is “xxx@me.com", the other, from my local ISP, is “xxx@chello.at". Attachments to the chello account all come through fine. Attachments (of all kinds - pdf’s, Word and other docs) to the me.com account almost never do - they never “finish downloading” - but very occasionally they’re OK, too.

I’ve got over 20 rules, many of them to move mails to various mailboxes. But the behaviour is the same whether the mail stays in the Inbox or gets “ruled” into a folder. My "Download Attachments" is set to choose “All”.

I don’t want to eliminate the me.com account, because it’s being used by too many people and registrations for a long time, although I've been telling people to use my other address instead. I’ve never used another mail app, but is it possible that one might solve the problem? I’ve been afraid to try, because I’m afraid of screw-ups with things like my email passwords, Apple ID, and such. Any ideas?
You might try logging on to iCloud and setting Mail Preferences to forward your “xxx@me.com" mail to “xxx@chello.at". Test attachment handling for the forwarded mail.

Later, always reply using “xxx@chello.at". In a decade or so, the mail volume to “xxx@me.com" may diminish.
 


Attachments (of all kinds - pdf’s, Word and other docs) to the me.com account almost never do - they never “finish downloading” - but very occasionally they’re OK, too.
This nasty little glitch has been doing my head in for a couple of years. It happens on all my accounts, me.coms as well as my domain name and virginmedia.com. All running iMAP.
 


KJM

I have seen that issue of incomplete download of attachments several times on my me.com account, but not always.

In one case I was able to track it down: The problem happened because of an accidentally misconfigured me.com account that used a local provider's SMTP server instead of the iCloud SMTP server....
 


You might try logging on to iCloud and setting Mail Preferences to forward your “xxx@me.com" mail to “xxx@chello.at". Test attachment handling for the forwarded mail. Later, always reply using “xxx@chello.at". In a decade or so, the mail volume to “xxx@me.com" may diminish.
Thanks, James. I long ago set my iCloud to forward my mail to chello, so that hasn't helped. The curious thing is that this doesn't always happen. When I send test attachments to myself (chello to me.com), it comes through fine, no downloading problem, and the same thing is true when I do it from my wife's Mac. The problem seems to come up when the sender is geographically far away - go figure! I'm getting friends from far away to send me stuff, and tell me whether they're on a Mac or Windows machine. I hope to report results soon.

Meanwhile, I have been sending exclusively from the chello account for a long time now. You're apparently right, maybe in a decade or so everyone will forget "me". :)

BTW, I probably should have mentioned this: the "me" account is IMAP, the chello is POP.
 


This nasty little glitch has been doing my head in for a couple of years. It happens on all my accounts, me.coms as well as my domain name and virginmedia.com. All running iMAP.
Just to be sure I understand - you see the problem downloading IMAP attachments using Apple’s Mail.app, even when retrieving mail from accounts on servers that have nothing to do with iCloud?
 


I just today on High Sierra encountered a bug where Apple Mail moves iCloud emails to folders when I tell it to, but then gets stuck on "Moving Messages 1 of 23". I tried restarting Mail, the Mac, making changes using my iPad, verifying that the changes are reflected in iCloud, but still Apple Mail remains stuck.

Did a brief search on Google with nothing particularly helpful turning up. Has anyone ever encountered this and resolved it?
 


I just today on High Sierra encountered a bug where Apple Mail moves iCloud emails to folders when I tell it to, but then gets stuck on "Moving Messages 1 of 23". I tried restarting Mail, the Mac, making changes using my iPad, verifying that the changes are reflected in iCloud, but still Apple Mail remains stuck.

Did a brief search on Google with nothing particularly helpful turning up. Has anyone ever encountered this and resolved it?
I have observed the same thing (MacBook Pro 2015, Sierra 10.12.6, Mail Version 10.3 (3273)), but also spontaneously. Indeed, restarting Mail or the Mac does not work to get rid of the "moving" stage. In my case, I found that this behavior is triggered when saving large emails (usually with attachments), but I am not sure if it happens in other situations; I will pay attention to see if I can identify a pattern.

Nevertheless, it seems that if one waits long enough, the message goes away when Mail finishes what it is doing.
 


I have observed the same thing (MacBook Pro 2015, Sierra 10.12.6, Mail Version 10.3 (3273)), but also spontaneously. Indeed, restarting Mail or the Mac does not work to get rid of the "moving" stage. In my case, I found that this behavior is triggered when saving large emails (usually with attachments), but I am not sure if it happens in other situations; I will pay attention to see if I can identify a pattern.

Nevertheless, it seems that if one waits long enough, the message goes away when Mail finishes what it is doing.
Same here. Just observed the problem today, when I noticed that the mail counts on my iPhone and MacBook Pro 2015 (High Sierra 10.13.16) were not the same.

Does anyone know whether the same problem exists on Mojave?
 


This problem was making me miserable in High Sierra. So far it has not happened once in Mojave.

By the way, the way to at least temporarily resolve it is to first force-quit Mail. Then go to ~/Library/Mail/V6/MailData and nuke everything with the word "Envelope" in it. Empty the trash, reboot holding down Option-Command-P-R (zap PRAM), let it reboot a few times, then let go of the keys. Once you're up again, start Mail. It will rebuild/reimport messages, then you should be good to go. For how long, who knows, because it would happen pretty often for me. So often that I was ready to use another Mail program.

But, like I said, so far (knock on wood) no issues like that in Mojave. I think High Sierra was just generally buggy, because my MacBook Pro would often just freeze up or not wake from sleep, etc. So many problems, and they all seem to be gone with Mojave.
 


I have a Mail app problem on my iPhone that is stumping me. I use Earthlink as my IMAP mail provider, I use the stock Apple Mail app on my iMac, my iPhone and my iPad, and I have never experienced a mail hiccup of any kind until now.

A few days ago, without warning, the Sent folder (and only the Sent folder) on my iPhone (and only on my iPhone) stopped syncing and now contains zero messages. The Sent folder continues to sync flawlessly on my iMac and my iPad.

If I send a new email from my iPhone and then look in its Seint folder, the newly-sent message appears there for a brief moment but then immediately vanishes. If I pull down with my finger to refresh the Sent folder's contents, the spinning gear appears for a few seconds but the Sent folder remains empty. But the newly-sent message appears immediately (as it should) in the Sent folder on my iMac and my iPad. Strange.

Assuming that something in my IMAP mail account configuration on my iPhone became corrupted, I deleted my Earthlink account via Settings -> Passwords & Accounts -> Accounts -> Earthlink, shut down and restarted my iPhone, recreated my Earthlink mail account, and . . . no joy. The Sent folder (and only the Sent folder) still won't sync. On a lark I tried logging out of iCloud on my iPhone, shut down and restarted the device, logged back into iCloud, and . . . still no joy. Sent still won't sync.

I am stumped. Any suggestions? How could only one IMAP folder suddenly stop syncing on only one device?
 


But, like I said, so far (knock on wood) no issues like that in Mojave. I think High Sierra was just generally buggy, because my MacBook Pro would often just freeze up or not wake from sleep, etc. So many problems, and they all seem to be gone with Mojave.
So you did just an upgrade install (not a clean install), and all of these problems went away? I experience a fair number of wake from sleep failures involving my Apple Thunderbolt Display …
 



I have observed the same thing (MacBook Pro 2015, Sierra 10.12.6, Mail Version 10.3 (3273)), but also spontaneously. Indeed, restarting Mail or the Mac does not work to get rid of the "moving" stage. In my case, I found that this behavior is triggered when saving large emails (usually with attachments), but I am not sure if it happens in other situations; I will pay attention to see if I can identify a pattern. Nevertheless, it seems that if one waits long enough, the message goes away when Mail finishes what it is doing.
Not sure what triggered it, but today it showed up reflecting additional new moves I made, but sometime this afternoon it cleared itself up.
 


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