11 Features to Look Forward to in Apple’s 2022 Operating Systems

It’s that time of year again. Apple CEO Tim Cook and numerous Apple employees took the virtual stage again at the company’s Worldwide Developer Conference keynote on June 6th to share what we can expect to see later this year in macOS 13 Ventura, iOS 16, iPadOS 16, and watchOS 9. (Almost no mention was made of tvOS or the HomePod, but Apple will undoubtedly move them forward in small ways as well.)

The announcements came thick and fast, and like last year, many of the technologies cut across several of Apple’s operating systems. Before we dive in, however, remember that some older devices won’t be able to upgrade. Here are the basic system requirements, though certain features won’t be available on all devices:

  • macOS 13 Ventura: iMac, iMac Pro, MacBook, and MacBook Pro from 2017 and later. MacBook Air and Mac mini from 2018 and later. Mac Pro from 2019 and later. Mac Studio from 2022.
  • iOS 16: Second-generation iPhone SE, iPhone 8, and later
  • iPadOS 16: Fifth-generation iPad and later, fifth-generation iPad mini and later, third-generation iPad Air and later, and all iPad Pro models
  • watchOS 9: Apple Watch Series 4 and newer, including the Apple Watch SE

Here are the promised new features we think will have the most impact on your Apple experience. Assume that these features are available on the Mac, iPhone, and iPad unless otherwise specified.

Customizable iPhone Lock Screen

We’ve been able to put a photo on the iPhone’s Lock screen for years, but that’s it. With iOS 16, Apple is opening up lots of customization options along the lines of what you can do to Apple Watch faces. To start, you can customize the font, color, and placement of various options, just like a watch face. Photos dynamically display in front of the time, and you can have a set of photos shuffle throughout the day. Widgets from Apple and third-party developers provide at-a-glance information so you can check the weather, say, without even unlocking your iPhone. Notifications now scroll up from the bottom, and Live Activities help you stay up on the music that’s currently playing or the latest score in the big game.

Messages Gains Editing, Undo Send, and Mark as Unread

At long last, Messages will let us edit messages after sending, undo sending to call a message back, and mark messages as unread. The first two features are essential for clear communication, especially when you’re fixing auto-correct failures, and being able to mark messages as unread ensures that you won’t forget to respond to something that you read when you’re not in a position to reply.

Mail Adds Undo Send, Scheduled Send, Follow-up, and Remind Me

It’s surprising that Apple hasn’t spent more time on Mail in recent years, but that’s changing in 2022, when it will gain some welcome features that are commonplace in other email apps. You’ll be able to undo sending, which is helpful when you remember something to add to a message within 10 seconds after clicking the Send button. For more specific timing, scheduled send lets you specify when a message should go out. This is helpful when you are working on the weekend or late at night but don’t want your co-workers to feel that they need to reply right away.  Mail will also move sent messages that haven’t received replies to the top of your inbox so you can follow up, and you can set a reminder to come back to messages that you’ve opened but not dealt with (many of us just mark those as unread).

Multi-Stop Routing in Maps

No longer are you limited to a single destination when creating a route in Maps. You’ll be able to specify up to 15 stops on a route, making it easy to build a trip that includes a swing by your favorite diner, a quick visit with an old friend, and a pilgrimage to the World’s Largest Bull in Iowa.

iCloud Shared Photo Library Improves Family Photo Sharing

Apple’s latest attempt to help families share photos looks like the best yet—certainly better than the shared Family album that’s created for Family Sharing groups now. It will be a completely separate iCloud photo library shared with up to five other people. You’ll be able to populate it with all your existing photos or a subset based on start date or who’s in them. Everyone will have equal permission to add, edit, favorite, caption, and delete photos, so maintaining and improving it becomes a group activity. Sharing new photos will be easy with a switch in the Camera app, automatic sharing based on proximity to family members, and sharing suggestions in Photos.

Passkeys Aims to Replace Passwords… Eventually

Apple’s new Passkeys technology, which is associated with the work of an industry consortium called the FIDO Alliance to ensure cross-platform support, aims to replace passwords for websites and apps with private passkeys that are stored only on your device and accessed by Touch ID or Face ID. Passkeys are easier to use than passwords and significantly safer because they can’t be stolen from websites and each one is specific to the site for which you create it. They’ll be available on all your Apple devices, syncing end-to-end encrypted through iCloud Keychain.

Use Your iPhone as a Webcam for Your Mac

Mac webcams are nowhere near as good as the rear-facing cameras in your iPhone, so Apple is helping us improve our videoconferencing by using an iPhone as a webcam and microphone. The feature, called Continuity Camera, works wired or wirelessly and can automatically switch to using your iPhone as a webcam when you bring it close to your Mac. It provides Portrait mode to blur the background, Center Stage so you can move around, Studio Light to dim the background and illuminate your face, and even Desk View to show what’s on your desk in front of your Mac. Apple says Belkin will be making clips to attach your iPhone to your Mac.

Stage Manager Offers New Window Management Approach

We’re not yet sure what to make of Stage Manager, which is Apple’s new approach to window management on the iPad and Mac. It puts one app in the center of the screen while keeping other apps off to the side, making it easy to flip between apps or show multiple apps at once. It doesn’t replace traditional window management—you have to turn it on in Control Center—so you won’t be forced to change, but it might be welcome, especially on the iPad, where it also enables the use of an external display.

Simultaneous Dictation, Touch Selection, and Keyboard Editing

On the iPhone and iPad, you’ve been able to tap a microphone button to invoke Dictation, a huge boon when you want to send a message without typing. In iOS 16 and iPadOS 16, Apple has radically improved Dictation, so you can now simultaneously talk, type, edit on the keyboard, select text via touch, and use the Apple Pencil (on an iPad). Dictation will also automatically add commas, periods, and question marks as you dictate, and you can insert emojis with voice commands. Sadly, it seems that the Mac gets only the punctuation and emoji capabilities.

Medications App on the Apple Watch

Many of us have to take medications, vitamins, and supplements regularly. To help us better manage our health, Apple is adding the Medications app to watchOS 9. You’ll be able to enter your meds in the Health app on the iPhone, be alerted to any critical interactions between drugs, and have your Apple Watch notify you to take the right pills at the right times.

Weather App Appears on the iPad and Mac

Finally, because our list goes to 11, Apple says it’s bringing the Weather app to the iPad and the Mac. Since Weather has been on the iPhone since the beginning, it’s hard to fathom what took Apple so long. If you haven’t already jumped ship for one of the 17,000 other weather apps out there, you’ll be able to enjoy using Apple’s built-in app in iPadOS 16 and macOS 13 Ventura.

Apple’s upcoming operating system releases boast many other new features, and we plan to explore more of them once everything ships in a few months. We’ll let you know when it’s time to update!

(Featured image by Apple)


Social Media: At its Worldwide Developer Conference keynote, Apple announced oodles of new features that we’ll see in macOS 13 Ventura, iOS 16, iPadOS 16, and watchOS 9 later this year. Here are the ten—no, eleven!—features we think you’ll most like:

How to Recover from Overzealous Auto-Correct Curly Quotes

Most of the time, it’s appropriate when an auto-correct feature turns single and double hash marks into single and double curly quotes. However, there are times when the curly quotes are awkward for some reason or actively wrong. For instance, hash marks indicate feet and inches, as in 5′ 6″. You could attempt to disable the auto-correct feature or copy and paste a hash mark from some other place, but the simple fix is to type the hash mark, watch auto-correct change it, and immediately press Command-Z to revert to the hash mark. We can’t guarantee this will work in all situations, but it’s generally effective.

(Featured image by iStock.com/nicoletaionescu)

Easily Share Wi-Fi Passwords with Other People and Devices

You’re on vacation with your family, staying in an Airbnb, with multiple Apple devices to connect to the apartment’s Wi-Fi. Typing the password repeatedly would be a pain, but happily, Apple has added a password-sharing feature to all its operating systems. Once you enter the password on your iPhone, whenever someone else—or another of your devices—tries to connect to the Wi-Fi network, your iPhone will prompt you to share the password. Tap Share Password and then Done. It’s also a great way to share your home Wi-Fi password with a visitor. (For password sharing to work, both devices must have Wi-Fi and Bluetooth on and Personal Hotspot disabled, and you and the other person must have each other’s Apple ID email address saved in Contacts.)

(Featured image by Adam Engst)

Use the iPhone Camera’s Zoom to Avoid Glare, Reflections, and Shadow

We increasingly need to take photos of documents—vaccination cards, driver licenses, passports, etc.—to submit for online verification. That’s often easier said than done, especially when taking a photo at night under lights that obscure the text with glare and shadows. Similarly, when photographing a screen to document a problem for tech support, it’s often difficult to capture it without a problematic reflection. For a possible solution, back up from the thing you’re photographing and use your iPhone’s zoom feature to enlarge the document or screen. The extra distance often lets you adjust the angle and positioning to prevent glare, shadows, and reflection.

(Featured image by Adam Engst)

Where to Find Lyrics in Apple’s Music Apps

It’s often tough to figure out exactly what a singer is saying (which can lead to some amusing mistakes), but for many songs in Apple Music, you can bring up full lyrics in the Music app, regardless of which device you’re using. On the Mac, click the speech balloon button in the upper-right corner to display the lyrics pane on the right side of the window. On an iPhone, tap the playback controls at the bottom of the screen to bring up the Now Playing view, then tap the speech balloon button in the lower-left corner to show lyrics. Music on the iPad is similar to the iPhone, but the speech balloon button is on the right side. With many songs, the lyrics will scroll as the song plays, but with others, you’ll just get a static display. Either way, you’ll know that the ants, my friends, are not blowin’ in the wind.

(Featured image by iStock.com/Chattrawutt)

The Best Characters to Use When Naming Files and Folders

Back in the early 1980s, DOS filenames couldn’t be more than 8 characters long with a period and a 3-character extension. That was limiting, so when Apple developed the Mac operating system in 1984, it allowed longer names and eliminated the need for an extension, although Mac OS X’s Unix roots meant a return of the filename extension in 2001. Since then, filename restrictions have loosened to the point where it’s easy to think that they no longer exist.

If only that were true! In some ways, the situation has become even cloudier, thanks to additional limitations from file-sharing services like Dropbox, OneDrive, and Box. (Google Drive’s native Web interface reportedly has no naming limitations, but files whose names contain Windows or macOS forbidden characters may not sync via Google Drive’s desktop software.) Plus, people tend to move files between operating systems more than ever before—if you’re sending a file from your Mac to a Windows user through Dropbox, you need to make sure that all three can deal with the filename.

At least length isn’t something that you generally have to think about these days, since both macOS and Windows—and the cloud services—accept filenames up to 255 characters in length. Technically speaking, Windows limits directory paths (the enclosing folder names along with the filename) to 255 characters, but even still, that shouldn’t be difficult to avoid.

What could go wrong if you run afoul of a naming restriction? macOS and Windows may simply not let you type the character—for example, you can’t put a colon in a Mac filename. Putting a period at the start of a Mac or Unix filename will hide the file. Cloud sharing services might rename the file, or you might encounter syncing issues where files don’t appear where they should. Certain characters can also cause trouble when files are used at the command line.

Here are the characters to avoid and the operating systems and services that prohibit them:

  • : (colon): macOS, Windows, Dropbox, OneDrive, Box
  • . (period): macOS (at the start of a name), Dropbox
  • / (forward slash): macOS, Windows, Dropbox, OneDrive, Box
  • (backslash): Windows, Dropbox, OneDrive, Box
  • < (less than): Windows, Dropbox, OneDrive, Box
  • > (greater than): Windows, Dropbox, OneDrive, Box
  • ” (double quote): Windows, Dropbox, OneDrive, Box
  • | (vertical bar or pipe): Windows, Dropbox, OneDrive, Box
  • ? (question mark): Windows, Dropbox, OneDrive, Box
  • * (asterisk): Windows, Dropbox, OneDrive, Box
  • ^ (caret): Windows (using FAT-formatted drives)

In addition, avoid using special characters like the © (copyright) symbol or emoji 🤷🏽‍♂️  in filenames. They might work locally, but all bets are off if you share the files in any way.

A few other recommendations:

  • Avoid unusual punctuation; in particular, note that OneDrive renames filenames containing:
    • , (comma) to ^J
    • # (number sign) to ^N
    • & (ampersand) to ^O
    • ~ (tilde) to ^F
  • Never start or end file or folder names with a space, and avoid spaces in filenames that will be uploaded to a Web or SFTP server.
  • Avoid putting more than one period in a filename, and don’t put a period after a filename extension.
  • Never assume that names are case sensitive—always make sure that similarly named items differ by more than just case.

If all that seems like a lot to keep in mind, here’s the simple rule that will ensure your filenames will work everywhere:

Name files only with uppercase (A-Z) and lowercase (a-z) letters, digits (0-9), and the hyphen (-) and underscore (_), plus a single period (.) and extension.

(Featured image by iStock.com/cosmin4000 and smartstock)


Social Media: You might think that you can name a file or folder any way you want, but macOS and Windows have restrictions on which characters you can use, and the prevalence of cloud sharing services makes it all the more important to avoid prohibited characters.

Apple Discontinues macOS Server—Start Your Migration Plans

In a move that should surprise no one, Apple has discontinued macOS Server, which started out as a server-focused version of Mac OS X and eventually morphed into a set of add-on network servers for macOS. Exactly what was in macOS Server varied over time, but in 2018, Apple trimmed it to just Profile Manager, Open Directory, and Xsan. That was made possible in part because Apple integrated Caching Server, File Sharing Server, and Time Machine Server into every installation of macOS 10.13 High Sierra and later. If you’re still using macOS Server, you can continue to download (look through your purchases) and use the app with macOS 12 Monterey, but it’s time to start planning your migration since Apple says macOS Server won’t work at all in the next version of macOS. Contact us if you need advice on the best way to proceed.

(Featured image by iStock.com/Daniel Megias)

iOS 15 Brings Back the Text Magnifier, but Trackpad Mode Is Easier

Prior to iOS 13, when you were editing text on an iPhone or iPad, Apple provided a magnifying glass that showed the position of the insertion point. It worked, but was clumsier than just moving the insertion point directly, which is what Apple enabled in iOS 13 and iOS 14. The only problem? Your finger usually obscures the text you want to edit. In iOS 15, Apple brought back the text magnification bubble to show you where the insertion point is in the text under your finger. If you’ve missed that feature, touch and hold on some text and drag the insertion point. Even easier is trackpad mode on the iPhone, which lets you touch and hold the Space bar to turn the entire keyboard area into a virtual trackpad that lets you move the insertion point above.

(Featured image by iStock.com/Ralf Geithe)

Put Files in the Mac’s Trash Using the Keyboard

You know that you can drag files or folders to the Trash icon in the Dock for later deletion. And you probably know that you can select multiple items on the Desktop or in a Finder window by Command-clicking each one in turn (Shift-click to select a sequential range of items in a list view), after which you can drag them all to the Trash. But there’s no reason to expend effort mousing if you prefer to keep your hands on the keyboard—just press Command-Delete to send one or more selected files and folders directly to the Trash. Finally, if you need your disk space back right away, press Command-Shift-Delete to empty the Trash. However, we recommend not emptying the Trash frequently—that way, you have a chance to recover something you discover that you needed after trashing it.

(Featured image by iStock.com/FabrikaCr)