Things to Check When Transferring Data to a New iPhone – Intego Mac Podcast Episode 364
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Kirk McElhearn
Apple patches a security vulnerability in one of its most popular Windows apps. Scam banking and finance apps continue to be a scourge on the App Store. And we’ve got more hands-on experience with the latest Apple Watch and iPhone, and some tips on what to check when transferring data to a new iPhone.
- About the security content of iTunes 12.13.3 for Windows
- Industry reacts to Everyday Plastic report (and what it says about AirTags)
- Two repeat offenders caught driving a stolen car in Waterbury (thanks to AirPods)
- Perplexity announces a Mac app… but watch out
- Fake Apps in iOS App Store
- How to Use iPhone Mirroring and iPhone Notifications on Mac, and Why You Should – The Mac Security
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Transcript of Intego Mac Podcast episode 364
Voice Over 0:00
This is the Intego Mac podcast—the voice of Mac security for Thursday, October 3, 2024. This week’s Intego Mac podcast security headlines include: Apple patches a security vulnerability in one of its most popular Windows apps. Scam banking and finance apps continue to be a scourge on the App Store. And we’ve got more hands on experience with the latest Watch and iPhone. Now, here are the hosts of the Intego Mac Podcast. Veteran Mac journalist, Kirk McElhearn. And Intego’s. Chief Security Analyst, Josh Long.
Kirk McElhearn 0:42
Good morning, Josh. How are you today?
Josh Long 0:44
I’m doing well. How are you, Kirk?
Kirk McElhearn 0:46
I’m doing just fine. We’re recording this on October the second. Josh, do you know what October the fifth is? What is October the fifth? It’s the seventh anniversary of the first episode of this podcast, Josh, and we have not missed an episode in seven years.
Josh Long 0:59
Wow. Gosh. Coming up on seven years of the podcast, that’s that’s a long time.
Kirk McElhearn 1:03
Congratulations, Josh, very cool. Okay, so let’s get going. We’ve got a lot to talk about this week. Apple released an important security update for one of its most important apps few weeks ago, and we only found out about it last week. Is that it?
Apple patches iTunes app for Windows
Josh Long 1:17
Right. Yeah, so this, this was kind of interesting, because Apple released a security update for iTunes. Now, you might be going, Wait a minute, didn’t Apple replace iTunes with the music app and a podcast app and stuff? Well, yes, they did on the Mac several years ago, but on Windows, iTunes still exists like they do have an Apple Music app, and they do also have a syncing app so that you can back up your iPhone to your Windows PC. But they also still offer iTunes, so that’s also available in the Microsoft Store. Still, for some reason, even though they also have the alternative, newer versions of the apps.
Kirk McElhearn 2:01
It’s probably still there for people who are using older versions of Windows and can’t use the newer versions of the apps, which are probably 64 bits.
Josh Long 2:08
That’s a good point. Yeah. In fact, I am pretty sure that’s one of the reasons why they’ve kept the old iTunes App around. For exactly that reason, because it is compatible, I believe, with some older versions of Windows. There was one particular vulnerability that was patched, not a vulnerability that existed, or at least that Apple has mentioned in any other operating system on the Mac side. So it’s kind of one of these, like random one off things. Some researcher was looking for low hanging fruit, and were like, Oh well, they barely patch iTunes anymore. Maybe I’ll poke at that and see if I can find some vulnerability.
Kirk McElhearn 2:44
It doesn’t look very serious. It says a vocal attacker may be able to elevate their privileges, which I guess means that they could get access to other files on a Windows PC.
Josh Long 2:52
Privilege escalation often means that it gives them, maybe administrator rights when they norm that user normally doesn’t have them. So it could be something like that. Now the the thing that’s really interesting about this is that Apple added this to its Apple security updates list after all the other updates had dropped. So this, as you mentioned, this was added last week, but the actual patch went out on September 12, which was four days before we got all the new operating systems. So I don’t know why Apple delayed a couple of weeks before posting this information, but maybe it’s one of those things where they just kind of forgot and we’re like, oh yeah, I guess maybe we should credit that one researcher for that one vulnerability in iTunes.
Kirk McElhearn 3:40
Could it be that they were waiting for a Windows update to come out? I know that there was just a Windows update this week, but after the date of the 26th anyway, it’s not really worth speculating on. It is one of these oddities, and it is a security update for an Apple app, even if it’s only iTunes. And I’m sure that there are millions of people who use iTunes on Windows, on older PCs, even maybe Windows XP, quite possibly. Okay, so Josh, you have an iPhone 16 Pro, and you have an Apple Watch Series 10. And the only thing you’ve told me, other than your setup problems, we’ll get to that in a minute. The only thing you told me when I asked you about is you said you weren’t impressed, yeah, so let’s start with the Watch, because that’s the biggest upgrade for you. You went from a Series 5 to a series 10. So what do you think of the new Watch? Right?
Thoughts on the latest Apple Watch model
Josh Long 4:24
So I have a couple of comments about it for last week, you were talking about the keyboard on the Watch, and I was like, did he misspeak? Like, this, is there actually a keyboard on the Watch? Because I didn’t have that on the Series 5, and now I’ve actually seen the keyboard, and it’s really funny when it prompts me to, like, for example, put in my Apple ID, or whatever they call it, Apple account password on my Watch. And I was like, oh, there actually is a keyboard. I wasn’t aware that that was a thing I’m so used to, you know, it prompting me on my iPhone. And type in something for my Watch, or to have to use that swipe pad where you draw the letters one at a time, and it took forever. That’s what I used to have to do on my Series 5.
Kirk McElhearn 5:10
So that means that even though you updated to Watch OS 10 on the Series 5, you didn’t get the keyboard because your Watch couldn’t support it. That’s interesting. We don’t really pay attention to which features aren’t supported by older devices like that, even when the devices can run the latest operating system.
Josh Long 5:27
Right. So that was an interesting thing to me. The big problem that I’ve been having with the series 10 is that for some reason, I don’t know if it’s because the series 10 is thinner than my Series 5 or something, and so the Watch is a little bit closer to my wrist. But I had to look this up, because I I’m not a biologist, and I don’t know the names of all of my bones, but apparently, the little bump on the pinky side of my so I have my Watch on my left wrist, and so there’s a little bump that’s called, I believe, the styloid process. This is the end of the ulna bone, so it’s at the top of my wrist, kind of connecting my arm to my hand. And so there’s a little bump there. And so I noticed that nearly every time that I turn the digital crown, I’m running into the styloid process, this little bump on my wrist, and it’s preventing me from being able to turn it effectively. And so I’ve tried a couple of different things. I keep having to, like, kind of scoot my Watch down, like, closer to me, away from that bone bump. We’re re positioning the Watch higher on my arm, so that it’s farther away, but it ends up sliding back down, and so it’s getting in the way now. And I never had this problem with the Series 5. And now this is the other thing.
Kirk McElhearn 6:53
Your Series 5 was, was two or three millimeters small. Remember, the Watch is increased in size a couple of times, right?
Josh Long 6:59
The other thing that I I’ve been able to figure out is I using my thumb in the bottom left corner of the Watch. If I push down on the Watch, then I have no problem turning the digital crown.
Kirk McElhearn 7:11
Okay, you’re wearing it wrong.
Josh Long 7:13
I know I was thinking the same thing. I’m like, if Steve Jobs were around today, he would tell me, you’re wearing it wrong.
Kirk McElhearn 7:18
Okay, I’m gonna show you hire wear mine, I have the digital crown on the other side so it doesn’t get in the way. And there’s two reasons for this. One is because what you describe, but the second is that put your hands on your desk and lean on your hands. If your Watch is low enough, your hands may press into the digital crown, invoking Siri, and I discovered this with the very first Watch. I don’t have that particular problem. This is why a lot of people wear it on the other side. And you can do this in the Watch settings. If anyone listening hasn’t done this yet, you might want to try it, because that way I can just roll the digital crown with my thumb on the left side of the Watch, and it’s really easy to access.
Josh Long 7:58
But I don’t want to do that. I I’ve used to an Apple Watch for years and years, all the way back to the series one, and I’ve never had to do this before now, and so I’m used to the Digital Crown being on the right side. And I don’t want to switch wrists. I don’t want to turn it upside down. I know I could do that, but anyway, I don’t know it’s it’s a minor annoyance. It’s probably not going to affect a lot of people.
Kirk McElhearn 8:21
But well, you know the thing, the thing is that I pay attention to, you know, online discussion about the Apple Watch, and there are a lot of minor annoyances that people have, of certain things like this that don’t work. In recent in the past couple years, a lot of people have gotten allergic reactions, and it suggested that there’s some nickel on the back of the Watch that wasn’t there a couple years before. If you have tattoos on your wrist, do you have tattoos on your wrist? Josh, no, if you have tattoos on the wrist, the sensors might not work. A lot of people have dense tattoos on the wrist. There are all sorts of reasons why people have problems using the Watch, but I want to know what you think about the Watch, as a Watch, as an operating system, as a device that is faster, more responsible, offers more features to you, etc. Is there anything that stands out?
Josh Long 9:05
Not really, to be honest. I mean, yeah, so for the most part, so I had WatchOS 10. One of the features that I was looking forward to having on a newer Watch was the oh two monitor, right? The oxygen sensor, which in the US is not currently available, unfortunately, because of a patent dispute that’s still ongoing nearly a year later.
Kirk McElhearn 9:29
Yet, yet, the CEO of the company that owns the patent, Massimo, was removed for the company, and this suggests that maybe apple and Massimo will come to an agreement in the near future. This just happened last week.
Josh Long 9:41
I think, right, right. Actually, I yeah, I just saw an article about that the other day. I think maybe was it. Mark German was talking about, just recently, about how this should have been resolved, like, a long time ago, like well before the series 10 came out, and one of the Apple news sites was talking about how the Massimo CEO had. Left. And so maybe this is an opportunity for Apple to make some change there. And so maybe before long, I’ll finally get that feature that I feel like I’ve been missing out on and was looking forward to upgrading to that was one of the things that I just missed out on by, like, I don’t know, a generation or two, I think on the Apple Watch, I am looking forward to something that will come a month after starting to use the Watch, which is the sleep apnea tracking, or the ability to notify you if you might have sleep apnea and need to get a sleep study. So I’m curious to see about that so, but it takes a month for it to gather that data.
Kirk McElhearn 10:37
Well, you don’t have to actually wait a month. The Health app will give you a report. After 30 days, it does start recording what it calls breathing disturbances immediately. And I’m looking at mine, I’m going to show you on the screen here. There’s one day where it says elevated, like slightly elevated, because it is totally normal that we have some breathing disturbances that you roll over and you’re in a position and you snore, or something like that, but after 30 days, you’ll get a report. Now this assumes you’ve turned it on. If you haven’t, you go to the health app, I believe it’s health checklist, where you have to answer some questions to be able to turn it on. You have to say that you’re over 18, that you haven’t been diagnosed with sleep apnea. So if you haven’t done that yet, you can do it. What about the bigger, brighter display? That’s definitely a difference, isn’t it?
Josh Long 11:21
It’s bigger. I guess it’s brighter. I don’t really notice it that much. I don’t I’m not like out in the sun all that often.
Kirk McElhearn 11:28
Underwhelmed. And I don’t blame you, because I said last week that I wasn’t overwhelmed either. One feature that I was really looking forward to is that double tap gesture where you tap with your thumb and forefinger. It works about one times out of five. And even though I’m wearing the Watch snug enough that it should feel it with some bands, it might not be as tight. And then I can understand it doesn’t work. It doesn’t work all the time. All right, let’s take a break, and when we come back, we’re going to start talking about your iPhone impressions, and then we’ll talk about some other stories.
Voice Over 12:00
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Thoughts on the latest Apple iPhone 16 Pro
Kirk McElhearn 13:16
All right, so what about the iPhone? Are you as disappointed with the iPhone as you were with the Apple Watch? Don’t yet talk about your setup problems. We’ll get to that in a couple minutes, because this is actually quite important. But the iPhone overall compared to your iPhone 14 Pro.
Josh Long 13:30
Yeah. So this was only two generations later the and the, really, the main reason why I wanted to get the 16 Pro was for Apple intelligence, which was not going to be available on the 14 Pro, which, you know Apple intelligence is not out yet. I’m not running the 18.1 beta on my main device. Some people like to do that. I’m not one of those people. So I have test devices. I have a device that’s running 8.1 beta, but it’s not a device that’s compatible with Apple intelligence, so I’ve not really gotten to play around with that feature too much yet, but I’m looking forward to that. That’s really the main reason I wanted to upgrade to the 16 Pro. The screen is a little bigger, which I you know, this is one of those things that bothers me a lot. I I’ve mentioned this before. I really like to hold, to hold the phone in one hand and reach my thumb all the way across to the top opposite corner of the screen. And now it’s a little bit harder because it’s a little bit bigger display, and that bugs me. I’m not, I’m not one of those, like mini people who, like, you know, I really miss like the iPhone 13 Mini and wish they still had that. No, no, I didn’t want a mini phone. I just want a normal sized phone. Whatever happened to normal sized phones? This is not normal to me.
Kirk McElhearn 14:46
Well, if you think back to the size of phones a few years ago, go back before. What is the iPhone six was the first one that got larger. All of those phones were, I mean, you I have large hands. I could hold one in my entire hand. Right, easily, and now there are no more small iPhones. The iPhone, se is a little bit smaller, and we’re due to get a new version of it in the spring.
Josh Long 15:07
Perhaps. yeah, and for me, the big change, I think, was when I went to the 10 s, I skipped over the 10, but that was an all screen change, right? Because there’s no there’s no longer the touch ID sensor. There’s no longer a bar across the top and the bottom, like there used to be. So as soon as I switched to the 10 S, now it made more of a difference, because my thumb actually needed to reach, you know, the exact opposite corner, and not just like a ways down on the display. And so the the 10 s was kind of the beginning of this evolution. The 14 Pro is my next iPhone after that, and now I’m on the 16 Pro, and it just, it’s, it’s getting a little harder to do what I want to do. I don’t know. Maybe I’m weird. Maybe I’m one of the very few people who really likes to hold the phone in one hand and swipe with the thumb from the opposite corner.
Kirk McElhearn 15:59
I used to do that until the iPhone six came around. And I believe that when the iPhone six came out, I bought one and then returned it because it was too big. And now I’m using the phablet iPhone because I like the bigger size, because I can see more. But so other than that, you’re kind of like me. You bought it because of Apple intelligence, because we need to write about it, discuss it, and all that. But otherwise, there’s nothing really that impressive, is there?
Josh Long 16:23
Not really, in fact, one of the things, and this is a problem, I guess, partly related to the case that I bought. So I just bought a silicone case similar to the one that I had on my 14 Pro, and I just got one that was going to be available quickly. I didn’t have to wait a long time for it to ship to me. And this one is it’s a little bit cheap. One of the areas where it’s particularly cheap is that indentation where they have the new button, the new camera control. Yeah, the camera control. And with an all silicon case, it’s squishy, that little piece right there is just like a flap that moves around too much, and it’s kind of ugly, and so I might be changing my case. But other than that, I find that my fingers kind of naturally fall into that groove. Thankfully, I have not experienced what other people have said, where they’re accidentally invoking the camera all the time that hasn’t happened to me. I know that has been a problem for other people, but really, I haven’t hardly used this button at all, other than just to test it and and maybe I’ll get used to that. I don’t know.
Kirk McElhearn 17:32
You won’t. Most people won’t. Yeah, well, if you want a case that really works with the camera control, Apple’s clear plastic case. The MagSafe one actually has a button over the camera control that’s flush and that communicates with the camera control. So it’s not a depression. You might find that better if you care about the camera control. I bought a case from a company called Peak Design, which makes camera cases, and that has, what would you call it a depression, to get to the camera control. It’s not really ideal. The problem with this plastic one is that pressing the other buttons requires a lot of pressure, whereas on the Peak Design, it’s easy to press buttons. There’s no perfect case. There’s just cases that you know prevent you from sending in your phone under Apple Care to get it replaced. All right. So before we finish with the iPhone, you had some problems setting up your new iPhone. And actually one of these problems is quite important and should serve as a warning to anyone who uses the kind of app that you had an issue with, right?
Issues during set up of the iPhone 16 Pro
Josh Long 18:30
So, and this is authenticator apps in particular. So with a lot of my apps, the data transferred over just fine. The accounts are still set up, and I didn’t really have to change a whole lot. I haven’t actually gone through all of my apps yet, but the ones that I wanted to make sure that I tested quickly were my secure messaging apps and also my authenticator apps. I remember that two years ago, when I set up my 14 Pro I had some issues with some of the authenticator apps, and in particular Microsoft authenticator. I don’t think I was able to transfer any of those Microsoft authenticator accounts over to my new device for whatever reason. And there are other apps that seem to be a little bit more difficult, and I haven’t taken the time to find all the steps. And maybe there’s some way to do this with Okta verify. But Okta is one that I have a whole bunch of two factor one time codes in Okta on my old iPhone, and none of them got transferred over to my new iPhone, which that’s a little bit frustrating with Google Authenticator. I intentionally do not back up my codes to the cloud because I don’t know if I really want to trust Google to maintain all my two factor codes in their cloud, but they do have an option where you can export via QR code. You scan the QR code on your newer phone, and it does up to 10 at a time. So I had to do this for three different QR codes, but. Was able to import all of my codes into the Google Authenticator app on my new phone. No problem. So I do recommend Google Authenticator for that purpose. Of course, if you’re already using your password manager, maybe one password, or even the the apple passwords app, which was formerly something built into the settings app, now it’s got its own separate app in iOS 18 your two factor one time codes will obviously transfer over there as well if you’re using that. But just be careful about this. When you finish the setup process or the transfer data process from one phone to another, it prompts you, Hey, do you want to wipe your old phone? My recommendation is, don’t ever do that until you’re 100% sure that everything got transferred over correctly, because there might be a couple of things like this that don’t get transferred and you might need to do something manually to get them set up on the new device. WhatsApp, I think, is another one of those apps. So be very careful about that. Don’t wipe it immediately. Wait a bit.
Kirk McElhearn 21:01
There’s no way to know which apps Haven’t transferred data or may not even have been copied. It’s unfortunate that there’s no sort of report saying that certain apps haven’t been copied. When I transferred my 14 to my 16, it told me that some apps couldn’t be copied because they were purchased under a different Apple ID, which is true, I’d had a separate Apple ID for purchasing some things, but I don’t know what they are. I could figure out one of them, but not all of them. Now, if they were apps that I used often, they would have been on my first two home screens, and I would have noticed that they were missing. So it wasn’t that they’re probably apps I haven’t used in years, but I would like to see more communication from Apple, because maybe, for some reason, some app can’t be transferred. Maybe it’s no longer available on the App Store, because, remember, it’s not copying the apps, it’s copying the location of the apps on home screens and a link to them, and then they all download from the App Store. It’s not like when you used to backup your iPhone to a Mac with iTunes and then restore the backup when it would restore the actual apps. I would like to see more information about this when you do have an or like that. Now, iOS can’t know that certain apps need to be updated in a certain way, like your Okta app or like, you know, messaging app that needs a special update, but I do agree with you that you need to pay attention. One thing that I’ve noticed in the past is banking apps are often linked to a specific device. Now, with my main bank that I’ve been with for many years, I would always forget to unauthorize that app on the old phone and then reauthorize it on the new phone. So I’d have to call up the bank and they’d walk me through the process giving me these codes. Now they actually give you a warning in the app, and they tell you what to do once you’ve launched the app on the new device, it can link the three devices, and they tell you, you can look here to see the devices it’s linked to, and delete any that you’re not using anymore because they had so many support calls. But I can understand why a banking app would be limited to a specific device. In other words, your credentials and account are linked to a device, and it can’t be copied to another device if someone took your phone to load it into a new phone.
Josh Long 23:05
That sounds very complicated.
Kirk McElhearn 23:08
It is, it is, and it’s true that financial apps need to have some sort of security like that, but it’s good that the banks, turn finally figured out a way to get around that, to say you can have it on three devices, because you might want to have it on an iPhone and an iPad, even if I don’t think it’s an iPad app that they have, but it would be an iPhone app you can access on your iPad anyway, all these things are important to be aware of. When you get a new phone, it’s not as simple as just copying everything over. Not everything copies, and you need to be careful. Okay, let’s move on to some other stories. And one of your crusades has been scam apps and sketchy apps in the App Store, and we discovered that the company called perplexity.ai I think that’s the actual company name, as well as their domain. They’ve announced a Mac app, but when you searched for it on the Mac App Store, you had trouble finding it, right?
Josh Long 23:55
Yeah, they announced a Mac native app. It was going to be available in the App Store and on social media, they pushed out a link to where you could jump directly to that app in the Mac App Store If, however, you tried searching for the app, at least in the US store. On the day that they launched this app, I noticed that it was in the second to last position. I actually took a screen recording of this on my Mac so we’ll have a link in the show notes if you want to Watch and see what happens. But if I just typed perplexity, I had to scroll all the way to the bottom of the list. And was the second to last app that was the actual official perplexity app. And I got all of these other, you know, kind of sketchy looking something, GPT apps, or, you know, apps that claim to use open AI technology, but nothing really had anything directly to do with perplexity. So I thought this was a little bit odd. And I, you know, posted about this on social media. I tagged apple and App Store, and interestingly, Kirk went to try to reproduce this. In the UK store, and what he found was it was in position number seven, so a lot higher on the list. And so out of curiosity, I just checked again today, and now it’s in the number one position. That’s interesting, isn’t it? So somebody at Apple was paying attention, apparently, but didn’t bump it up to the top of the search results in every store. If you want to search for perplexity, and to pre order this free app, you can search for perplexity colon, ask anything, and that will that’s the official title of this app in the Mac App Store, and that’s how you can ensure that you’re getting the right one. Also, when you click into it, you’ll see that the developer name is, is perplexity.ai, right?
Kirk McElhearn 25:43
There are a whole bunch of apps that actually can connect to ChatGPT, OpenAI and other types of AI things using an API and basically charging users to access this at a different price. Maybe that what you’re paying through the different apps. It’s quite complicated. It’s a good idea to find an app where you don’t have to worry too much about it. Now, full disclosure, I use perplexity. I think it gives you five or six different large language models to choose from, ChatGPT, as well as some others. It’s a good choice because you do have that option. Most of the others are limited to just ChatGPT, which may not always be the best for your particular usage. Quickly, you want to talk about other fake apps in the iOS App Store, and we’ve talked about this person who’s been following this from a couple of years and has discovered a lot of fake financial apps. And this isn’t, you know, these aren’t just apps to do something. These are apps that manage your money or to get loans.
Scam-ridden Bank and Finance apps continue to be available globally
Josh Long 26:36
Right. This researcher’s name is Babu, and he he has been tracking apps in eight different countries. App Stores. Apple, technically, kind of has a different app store in each different country or region. So for example, you’ll get a different app store in India than you get in the US. So certain apps may only be available in certain countries and not in other countries. So that’s just something to be aware of. So he tracks apps in eight different countries, and he’s been talking about lately how this is still an ongoing problem. He’s been doing this for, I think, about a year, and it’s still a major problem, where very often you’ll have some very high ranking apps that get up into the, you know, the top apps in certain categories. And these are scam apps. They’re they don’t have anything to do with the official companies that they claim to be associated with, and they will defraud you. They, in many cases, these will actually take your money. So be very, very careful, in particular, about anything financial. So whether that’s loan apps, anything to do with cryptocurrency, be very, very careful about installing any of these apps from the App Store. You have to really, really know what you’re doing and make sure that you’re getting a legitimate app.
Kirk McElhearn 27:51
Okay, that’s enough for this week. Now, I hope next week, we’ll get to an article. I wrote an Intego Mac security blog about using iPhone mirroring, which is one of the coolest features in Mac OS Sequoia, in my opinion, I’ll put a link to the article in the show notes. If you want to look up this feature. It’s really cool. Until next week, Josh, as we begin our eighth year of this podcast, stay secure.
Josh Long 28:10
All right, stay secure.
Voice Over 28:13
Thanks for listening to the Intego Mac podcast. The voice of Mac security with your host, Kirk McElhearn and Josh long to get every weekly episode. Be sure to follow us in Apple podcasts or subscribe in your favorite podcast app, and if you can leave a rating, a like or a review, links to topics and information mentioned in the podcast can be found in the show notes for the [email protected] the Intego website is also where to find details on the full line of Intego security and utility software intego.com.
