Upgraded my Macs, iPhone, iPad

Well, I updated almost all my Apple devices, including my Macs to Sequoia. Normally I’d wait until the 0.1 update, but instead, I figured I’d just attack upgrade issues head-on. Being not only multi-Apple-device but also multiplatform (I have two Ubuntu laptops in my office at work), I have options.

On both my home iMac and my work MBP, I had to update Macports. I expected a number of libraries, programs, or utilities not to update properly, and that’s what happened. Plus, I had to change a sources.conf file to point to a different macports repository. I uninstalled the things that didn’t compile, and I figure I’ll have to deal with the issues if it turns out I need them later.

The big headache has been the revisions to iCloud. It seems like a lot of settings simply get turned off or on whenever I upgrade any Mac to a new OS. Actually, what’s worse is that things I had deliberately turned off in iCloud before have been turned on without my consent now.

So, I’ve never used iCloud Photos. I don’t want or need my Photos synced between my Macs. I keep work photos on my work Mac, say, not family vacation photos. Also, there was a time when people weren’t sure of the security of their photos on iCloud and also had a difficulty getting them off, so I just decided never to use iCloud Photos.

With the Sequoia upgrade, I found out (two days later) that iCloud Photos was turned on for my Macs. I turned it off. It’s hard to tell what happened, but while the work Mac definitely doesn’t have every photo that’s on the home Mac, there are certainly a lot of family photos on the work Mac that I’m pretty sure I didn’t put there myself.

Similarly, Passwords was on on both my Macs. For me, that’s a huge problem, because I have always segregated all my most important passwords between work and home with Keychains. It’s an extra little bit of security, e.g. so I don’t access my personal financial stuff from my work Mac, and if it’s ever stolen or compromised, there are fewer personal footprints there. Also, I don’t fully trust Apple with my secure information – there was a time when elements from my keychain and those from my family members’ keychains got mixed together on our login accounts on a shared Mac. I have no idea how that happened, but I certainly didn’t go around entering all those passwords on my family’s accounts or vice versa. I concluded it was likely a leak somewhere in iCloud or whatever Apple had at the time, or maybe some glitch during an OS upgrade, but I couldn’t figure out a mechanism. Whatever the case, I definitely ditched blindly trusting Apple.

Another thing that got hosed in the Sequoia upgrade is my separate collection of Safari bookmarks. Again, I had separate bookmarks for work and for home, and I kept them off iCloud. Now, after the Sequoia upgrade, I found they’d been turned back on on iCloud, and all my work bookmarks are mixed with my home bookmarks. It’s less critical than mixing together my passwords, but it’s more irritating, because I use them all the time. Suddenly, my bookmark menus have ballooned, including all the folders, and a lot of the bookmarks seem to have been mixed together rather than sorted by their original machine.

:angry:

-awlabrador

3 Likes

Oh, here’s another one: I had an AppleID long, long before Apple came out with their unified online services – iTools, .Mac, MobileMe, and now iCloud. I used it for purchases, mainly, and also for accessing the developer tools.

So, when Apple came out with their services, I ended up getting a .Mac-based Apple ID. Or iTools. It was more or less required.

But, because I had already had so much invested through the other Apple ID, I maintained the original one for purchases (e.g. iTunes, music, movies, books, and eventually including the Apple One services) while keeping the iCloud ID for the free services, like e-mail, syncing, etc.

Apple doesn’t allow merging or combining Apple IDs. There’s apparently no way to move my iCloud services over to the older ID, and if I were to move my purchasing over to the new ID, it looks like I lose access to the media purchases I made with the old one. There doesn’t seem to be a way to merge purchases seemlessly.

So, I’ve maintained the two Apple IDs for years, and Apple has long allowed doing so.

However, when I upgraded to Sequoia, some of the paid services apparently moved over to the iCloud Apple ID (e.g. TV channel subscriptions), while others (e.g. media) stayed with the original purchasing Apple ID.

I only noticed when all the tv channels disappeared from the TV application on my iMac. Luckily, I caught it in time before I started making purchases with the iCloud Apple ID.

Also, trying to change back to the purchasing Apple ID didn’t stick via the System Preferences panels. I had to quit it and switch over via, say, the TV application.

[Edit: This Apple ID mixup doesn’t appear to have happened on my MBP.]

-awlabrador

Whoa, sorry to see your headaches, a very much more complex setup than I’ve dealt with over the years… Work and personal/family links never crossed her, work was on a PC, WinNT, far from any Apple connection, even my DW’s setup was a split, home iMac, work PC… Haven’t seen any AppleTV or iCloud issues myself, other than my ‘office’ TV wants me to update/replace the Xfinity/Comcast box, unrelated to the Mac updates…

Best of luck, in any case, being retired since '02 has simplified things, ridding us of the last PC, better, as it was a magnet for attacks, gone, the HD destroyed…

weco

Thanks. So far, it looks like my mission-critical, super-important stuff on my work MBP still works just fine, and the updates to the software from Macports seem to have been worked through. I usually write down issues during upgrades in the Notes app, so I’ll probably be able to figure out which uninstalled ports need to be reinstalled (if possible) if or when it turns out I need them.

It’ll be a while before I’m entirely sure my financial stuff on my iMac is entirely safe.

Except for the mixing up of Passwords – which I find almost unforgivable – the rest of the issues are just big irritations, not show-stoppers like broken critical software would be.

For example, the tendency for my Settings (especially iCloud settings) to get changed apparently affected mainly my Intel iMac (and my iPhone and iPad) and not my M1 MBP. For a specific example, my Bookmarks used not to be synced across my iMac and my MBP. For a while, I synced the Bookmarks on the MBP (to iCloud, the iPhone, and the iPad), but I turned it off some time ago for whatever reason. When syncing got turned on for the iMac during this upgrade, a lot of Bookmarks there got mixed in with old work Bookmarks from the MBP, iPhone, and iPad, but it didn’t get turned on on the MBP. So those work Bookmarks on the MBP are still clean, which means that in principle I can go onto the iMac (and iPhone and iPad) and remove them by comparing one side with the other. That’ll be a lot of work, but it’s an option.

Anyway, I post these headaches here not to complain – well, yes, to complain – but also to give people a heads-up before upgrading and maybe to document some things, like I do for myself in Notes. Also, some things might not affect everyone, like how some things affected my iMac but not my MBP.

-awlabrador

2 Likes

This is worth posting, and I’m embarrassed I hadn’t thought of it before:

I restored my Bookmarks.plist file to September 2 from my Time Machine backup for my iMac.

Problem solved. Same for my MBP.

-awlabrador

1 Like

Excellent, I bet we all forget the handiness of Time Machine, it just chugs away in the background…

I hadn’t Opened the Console App in a long time, looking at errors, crash reports, none seem to cause any problems, but it’s always surprising at all the activity going on behind the scene we usually use. I’ve chased some in the past, only to find they can be ignored, so I don’t bother now… Lots of internal audits, cross checks we don’t really need to know about unless we were a developer…

weco

Well, here’s a new change that has taken me by surprise: Secure Notes is no longer supported.

In case you were unaware – and I’d guess many or maybe even most people are – the old macOS Keychain Access had something called Secure Notes. You could store and lock notes under Keychain Access that you didn’t want anyone else to see.

I used it a lot, so that in addition to passwords stored on my keychain, I’d have passwords, security questions and answers, and even the history of my passwords (e.g. how and when I changed them) stored separately as Secure Notes. I have well over 300 Secure Notes, and because I kept my keychains on my Macs isolated from iCloud syncing (except the few times I accidentally found them activated), I was able to keep separate Secure Notes for work and home and to protect them to some degree from being transmitted on the Internet.

So, now Keychain Access won’t let me create new Secure Notes. According to discussion at Sequoia: Keychain Access cannot create a … - Apple Community, it’s not a bug that Secure Notes has been deleted. It’s been deprecated.

Okay, so apparently you can lock notes under the Notes app, which is apparently an alternative. You can add notes to your passwords under the Password app, but the text entry field looks like it’s intended for very short notes, not pages-long notes.

I suppose I can work around this loss by – slowly, very slowly – migrating my Secure Notes to locked Notes in the Notes app, but then my locked Notes will be synced across iCloud, which is what I was isolating my Secure Notes from.

(BTW, does anyone know how to migrate Secure Notes quickly rather than one at a cut-and-paste time?)

(Edit: File > Export items… appears grayed out in Keychain Access, so that idea is out.)

Despite this – and in part because of this – I don’t really trust Apple, long term, any more than I trust Google or Microsoft. Apple has a tendency to take things away and replace them with newer things that aren’t necessarily better, and often after long periods of time when I’ve become accustomed to the older methods. (Yes, other companies do the same, but I’m an Apple user, so Apple’s misdeeds hit me more often than, say, Google’s.)

So, I may migrate my Secure Notes to locked Notes, but I wouldn’t put it past Apple to take that away, too.

-awlabrador

4 Likes

Changes like that should have had strong review by users before dropping it onto us… Maybe the Bets testers discussed it? Developers? Not being in either group leaves the user to the whim of whoever happens to be working that area…

Other interests at different times, have ticked me off, but there is no recourse… I spent man. many hours sorting out pics in Photos, only for a new update to trash it all… The books I’d bought were useless, so fiddle around to re-sort, but it’s still inflexible as far as the user… iPhoto was simpler but at least multiple albums was a help… Some stuff just makes us grumpy!

I lost a lot of stuff in the transition from iPhoto to Photos. Mainly organizational, I think. It’s been a long time, so I don’t remember exactly what I lost, but I do remember being very irritated that I was losing a lot of built-up habits that worked for me. I kept iPhoto around for a while before making the switch, if I recall right.

I started slowly migrating my Secure Notes to locked notes in Notes, and I found out that I have to turn on iCloud Keychain syncing, which I’ve avoided for years and years. So the deliberate isolation from iCloud of certain important blocks of information is now being lost, too.

-awlabrador

Yup, I still haven’t imported all the iPhoto Albums into Photos, the irritation remains, but one day I could, should import the remaining iPhoto libraries and see how it goes, I have backups on DVDs, but I just had to buy a R/W DVD player so I could see them! Mac Mini does not have a DVD drive, there are hundreds, I think, of backup DVDs around here, spooky…

Another irritation today, a Niece shared a few photos from out campout weekend in Messages, a gathering on the clan, an annual event… So I select the 7 of them, click the little Download button, but never said where they go! They went to iCloud Photos, not my desktop photos, so I had to Googe, find out where they went, then add them to the Photos album to get them all together… Yet another learning event…

Still finding mysteries after all these years…

weco

Whenever I click to download a set of photos from Messages, it always (usually?) shows up in the photo library of whatever device I use at the time. I don’t use iCloud Photos, though.

Speaking of iCloud, I’m finding various iCloud services seem to turn themselves off at random, under Apple > System Settings… And it happens only on my iMac.

The big headache right now is that Messages on my iMac aren’t syncing, and jumping through hoops of signing out of and signing back in to iCloud Messages, re-syncing, rebooting my iMac, etc. doesn’t seem to “stick” for long. I’m not sure what the fix is, but luckily, it seems to be affecting only the iMac. Hopefully this doesn’t spread to my other devices.

I also found out that iCloud Drive was turned off on my iMac, even though I used it just a couple of days ago. No idea why.

I’m putting this under this thread because it’s iCloud related, but I hope it isn’t a result of my 2 TB SSD upgrade.

-awlabrador

Mysteries… I use iCloud as part of my Home Logitech doorbell camera setup, bumped it up a bit ($2.99/m) so the recordings can use it, but those don’t count as far as occupied space, so far so good, other than the Logitech doesn’t catch all movements, no fix for that so far…

I hesitate to buy any new books on iCloud as soon as I doo, things will change…

SSD updates make a huge difference, as I’ said, I hesitate to tear into our 27" iMac, but if I ever do, SSD will be the first upgrade… 2 Tb seems to be about right for all I do, room to grow…

weco