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The Importance of Staying Updated

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Does it feel like your Apple devices are always asking you to install operating system updates? You’re not wrong—from September 2022 to January 2024, we saw the following releases in Apple’s previous set of operating systems:

  • macOS 13 Ventura: 20 releases
  • iOS 16: 25 releases
  • iPadOS 16: 20 releases
  • watchOS 9: 15 releases
  • tvOS 16: 12 releases

Apple issued many of those at the same time, but since you might not use all your devices every day, it can seem as though you spend all your time installing updates. As annoying as updating can be, we encourage you to do so soon after you’re notified for three reasons.

Reason One: Fewer Bugs

First, as has always been the case, updates fix bugs. You may not have experienced all the bugs that Apple fixes, but when one blocks something you want to do, the fix comes as a huge relief.

For instance, in a set of releases in January 2024, Apple inadvertently introduced a bug that caused text in many apps, including Mail, Notes, and Safari, to appear to be duplicated and overlap. It was only cosmetic, and switching to another window or resizing the window would make it look right again. But the bug was hugely disconcerting, so Apple fixed it two weeks later in macOS 14.3.1 Sonoma, iOS 17.3.1, iPadOS 17.3.1, and Safari 17.3.1 (which brought the fix to macOS 13 Ventura and macOS 12 Monterey).

Reason Two: Better Security

Second, many of the bugs Apple fixes won’t impact your experience of using your device, but they make it possible for attackers to steal information, install malware, spy on your communications, or even take over your entire device. Nearly all of Apple’s operating system updates contain security fixes to address newly discovered vulnerabilities, and some releases only have security fixes. Apple continues to release security updates for the last two versions of macOS and older versions of iOS and iPadOS as appropriate.

It’s easy to think that you won’t be impacted by security vulnerabilities, but remember that as soon as Apple releases an update outlining what it has fixed, attackers know what vulnerabilities exist in unpatched systems. Apple has to react swiftly to some reported vulnerabilities because blocking them can literally be a matter of life or death when it comes to, for instance, iPhone-using dissidents, activists, or journalists working in opposition to repressive governments that employ spyware against their enemies. (All spyware relies on previously unidentified vulnerabilities.)

However, some security vulnerabilities are more likely to impact regular users. For instance, in macOS 14.2.1, Apple fixed a bug in Screen Sharing. If you were sharing your full screen with someone else and had multiple Spaces, Screen Sharing could show the other person random windows in other Spaces, which could range from embarrassing (adult pictures) to seriously problematic (passwords or financial details).

Reason Three: New Features

Third, on the positive side, many operating system releases introduce welcome new features. When Apple unveils its next set of operating systems at the Worldwide Developer Conference in June, some of the promised features won’t appear with the initial releases. New features that shipped in later releases of macOS 14 Sonoma, iOS 17, iPadOS 17, and watchOS 10 include:

  • watchOS’s double-tap gesture for tapping the default button in many apps
  • AirDrop transfers continuing over the Internet when you move out of AirDrop range
  • Adding NameDrop to share contact info when you bring two devices near each other
  • Additional options to control when the iPhone screen shuts off in StandBy
  • The option to choose a specific album for the Lock Screen’s Photo Shuffle wallpaper
  • HomeKey support for Matter locks
  • Expanded Favorites in the Music app
  • A new automatic Favorite Songs playlist in the Music app
  • The addition of Apple’s Journal app
  • A Translate option for the Action button in the iPhone 15 Pro models
  • 10-day precipitation forecasts in the Weather app
  • Sharing of eligible passes in the Wallet app via NameDrop-like proximity
  • A catch-up arrow in Messages that lets you jump to the first unread message
  • Multiple timers in the Clock app on the Mac
  • Stolen Device Protection for the iPhone
  • Collaborative playlists in Apple Music
  • Support for streaming content to TVs in select hotel rooms using AirPlay

Just Update It

Updates provide both a carrot (user-facing bug fixes and new features) and a stick (security fixes). That’s why we recommend updating soon after Apple pushes out a new release and why devices under management usually receive updates quickly. Even if a security breach is unlikely, the liability of allowing devices to remain unpatched is too high for most organizations. Installing updates is an easy way to reduce worry about things like compromised accounts and ransomware.

There are three types of operating system releases:

  • Minor bug fix and security updates: Install these as soon as convenient, usually within a few days. Examples of these include macOS 14.3 to 14.3.1.
  • Interim feature updates: Because these include bug fixes and security updates alongside the new features, you’ll also want to install these within a few days. An example is iOS 17.2.1 to iOS 17.3.
  • Major version upgrades: Because Apple always releases security updates for the two versions of macOS before the current one, you can wait a month or three before installing a major upgrade, such as from macOS 13 to macOS 14. However, once you’ve verified that your apps and workflow are compatible with the new version, we recommend upgrading because skipping a major version of macOS often results in a more difficult upgrade experience.

In each of these cases, if you’re worried about how an update might impact your workflow, check online forums for discussions of each update and feel free to ask us what we recommend for your particular situation.

(Featured image by iStock.com/Fokusiert)

Social Media: We know it seems like your Apple devices are constantly asking you to install an update. Other than for major upgrades, we recommend updating shortly after updates appear so you can take advantage of bug fixes, security updates, and new features.

Work with iOS App Updates in Your Account in the App Store

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If you’ve turned on automatic App Updates in Settings > App Store on your iPhone or iPad, you might wonder how you’d know if an app was updated or what changed. To find that information, open the App Store app and tap your avatar icon in the upper-right corner. Scroll down and you’ll see an Updated Recently list. If you pull down on the screen, that will force it to refresh, and you may see a list called Upcoming Automatic Updates at the top. For any downloaded update, you can tap Open to open it. If it hasn’t yet been downloaded, you can tap Update to update it right away rather than waiting for the automatic update. Tap More to see the full release notes. Finally, here’s a hidden tip: swipe left on any app to delete it.

(Featured image by Brett Jordan from Pexels)

5 New Year’s Resolutions That Will Improve Your Digital Security

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Happy New Year! For many of us, the start of a new year is an opportunity to reflect on fresh habits we’d like to adopt. Although we certainly support any resolutions you may have made to get enough sleep, eat healthy, and exercise, could we suggest a few more that will improve your digital security?

Keep Your Devices Updated

One of the most important things you can do to protect your security is to install new operating system updates and security updates soon after Apple releases them. Although the details seldom make the news because they’re both highly specific and highly technical, you can get a sense of how important security updates are by the fact that a typical update addresses 20–40 vulnerabilities that Apple or outside researchers have identified.

It’s usually a good idea to wait a week or so after an update appears before installing it, on the off chance that it has undesirable side effects. Although such problems are uncommon, when they do happen, Apple pulls the update quickly, fixes it, and releases it again, usually within a few days.

Use a Password Manager

We’ve been banging this drum for years. If you’re still typing passwords in by hand, or copying and pasting from a list you keep in a file, please switch to a password manager like 1Password or LastPass. Even Apple’s built-in iCloud Keychain is better than nothing. A password manager has five huge benefits:

  • It generates strong passwords for you. Password1234 can be hacked in seconds.
  • It stores your passwords securely. An Excel file on your Desktop is a recipe for disaster.
  • It enters passwords for you. Wouldn’t that be easier than typing them in manually?
  • It audits existing accounts. How many of your accounts use the same password?
  • It lets you access passwords on all your devices. Finally, easy login on your iPhone!

A bonus benefit for families is password sharing. It allows, for example, a married couple to share essential passwords or for parents and teens to share certain passwords.

In short, using a password manager is more secure, faster, easier, and just all-around better. If you need help getting started, get in touch.

Beware of Phishing Email

Individuals and businesses alike frequently suffer from security lapses caused by phishing, forged email that fools someone into revealing login credentials, credit card numbers, or other sensitive information. Although spam filters can catch many phishing attempts, it’s up to you to be on your guard at all times. Here’s what to watch for:

  • Any email that tries to get you to reveal information, follow a link, or sign a document
  • Messages from people you don’t know, asking you to take an unusual action
  • Direct email from a large company for whom you’re an anonymous customer
  • Forged email from a trusted source asking for sensitive information
  • All messages that contain numerous spelling and grammar mistakes

When in doubt, don’t follow the link or reply to the email. Instead, contact the sender in some other way to see if the message is legit.

Avoid Sketchy Websites

We won’t belabor this one, but suffice it to say that you’re much more likely to pick up malware from sites on the fringes of the Web or that cater to the vices of society. To the extent that you can avoid sites that provide pirated software, “adult” content, gambling opportunities, or sales of illicit substances, the safer you’ll be. That’s not to say that reputable sites haven’t been hacked and used to distribute malware too, but it’s far less common.

If you are concerned after spending time in the darker corners of the Web, download a free copy of Malwarebytes or DetectX Swift and scan for malware manually.

Never Respond to Unsolicited Calls or Texts

Although phishing happens mostly via email, scammers have also taken to using phone calls and texts. Thanks to weaknesses in the telephone system, such calls and texts can appear to come from well-known companies, including Apple and Amazon. Even worse, with so much online ordering happening, fake text messages pretending to help you track packages are becoming more common.

For phone calls from companies, unless you’re expecting a call back from a support ticket you opened, don’t answer. Let the call go to voicemail, and if you feel it’s important to respond, look up the company’s phone number elsewhere, and talk with someone at that number rather than one provided by the voicemail.

For texts, avoid following links unless you recognize the sender and it makes sense that you’d be receiving such a link. (For instance, Apple can text delivery details related to your orders.) Regardless, never enter login information at a site you’ve reached by following a link because there’s no way to know if it’s real. Instead, if you want to learn more, navigate manually to the company’s site by entering its URL yourself, then log in.

Let’s raise a glass to staying safe online in 2021!

(Featured image based on originals from Tim Mossholder and Jude Beck on Unsplash)

Social Media: Have a safer 2021 with New Year’s resolutions that will help you secure your devices, avoid email and text scams, and stay safe from malware, as well as benefit from the security and ease-of-use of password managers, which can even fill in passwords for iPhone apps.

Install Minor Operating System Updates to Maintain Herd Immunity

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It seems like Apple releases updates to iOS, macOS, watchOS, and tvOS nearly every week these days. It has been only a few months since iOS 11 and macOS 10.13 High Sierra launched, and we’ve already seen ten updates to iOS and seven updates to macOS. Some of these have been to fix bugs, which is great, but quite a few have been prompted by the need for Apple to address security vulnerabilities.

Have you installed all these updates, or have you been procrastinating, tapping that Later link on the iPhone and rejecting your Mac’s notifications? We’re not criticizing—all too often those prompts come at inconvenient times, although iOS has gotten better about installing during the night, as long as you plug in your iPhone or iPad.

We know, security is dull. Or rather, security is dull as long as it’s present. Things get exciting—and not in a good way—when serious vulnerabilities come to light. That’s what happened in November 2017, when it was reported that anyone could gain admin access to any Mac running High Sierra by typing root for the username and leaving the password field blank. That one was so bad that Apple pushed Security Update 2017-001 to every affected Mac and rolled the fix into macOS 10.13.2.

Part of the problem with security vulnerabilities is that they can be astonishingly complex. You may have heard about the Meltdown and Spectre hardware vulnerabilities discovered in January 2018. They affect nearly all modern computers, regardless of operating system, because they take advantage of a design flaw in the microprocessors. Unfortunately, the bad guys—organized crime, government intelligence agencies, and the like—have the resources to understand and exploit these flaws.

But here’s the thing. Security is an arms race, with attackers trying to take advantage of vulnerabilities and operating system companies like Apple, Microsoft, and Google proactively working to block them with updates. If enough people install those updates quickly enough, the attackers will move on to the next vulnerability.

The moral of the story? Always install those minor updates. It’s not so much because you will definitely be targeted if you fail to stay up to date, but because if the Apple community as a whole ceases to be vigilant about upgrading, the dark forces on the Internet will start to see macOS and iOS as low-hanging fruit. As long as most people update relatively quickly, it’s not worthwhile for attackers to put a lot of resources into messing with Macs, iPhones, and iPads.

That said, before you install those updates, make sure to update your backups. It’s unusual for anything significant to go wrong during this sort of system upgrade, but having a fresh backup ensures that if anything does go amiss, you can easily get back to where you were before.