Those who tend to cut things tight have a time-honored tradition of setting their watches ahead by a few minutes. That way, when you glance at your watch and realize that you need to leave, you actually have a few more minutes. You can do this with your Apple Watch, but only on the watch itself. Press the Digital Crown to see your apps, tap Settings, scroll down to and tap Clock, tap the button for Set Watch Face Display Time Ahead, and use the Digital Crown to choose your desired time adjustment. Note that this setting affects only the time you see on the watch face. All alarms and notifications will come in at the correct times.

(Featured image by iStock.com/Bobex-73)

It’s a question as old as the personal computer. When should you replace your current Mac with a new model that’s faster and more capable? If money were no object, the answer would be easy—whenever you feel like it. For the rest of us, and particularly for organizations with multiple Macs and limited budgets, the question is harder to answer. But answer it we must because most of us can’t do our jobs without a Mac.

Let’s first look at some of the things that might encourage you to upgrade:

• Performance and resale value: Many companies and large organizations swap out their Macs every 3 to 5 years. That’s considered the sweet spot where performance starts to decline, but resale value remains relatively high. Plus, Macs of that age start to have more problems that may require repair, resulting in lost productivity due to downtime.
• Hardware limitations: At some point, you might feel your Mac is too slow—you’re seeing the spinning beachball frequently, or tasks are taking too long to complete. Another common concern crops up when you frequently have to shuffle files around to deal with low disk space on the startup drive. Or perhaps the battery life of a Mac laptop isn’t always sufficient for your needs—losing hours of productivity while on an airplane without seat power can be problematic.
• macOS support: Although there’s no requirement that you run the latest version of macOS, being unable to upgrade is a hint that your Mac is getting older. Apple provides security updates for the two versions of macOS before the current one, so if your Mac can’t stay within that update circle, it will become more vulnerable to security exploits.
• Physical damage: Macs are fairly durable, which often keeps them running even when the screen is cracked, a key sticks sometimes, or the case has been dented. The more damage your Mac has, the more likely it is that something else will go wrong, potentially at an inconvenient time.
• General flakiness: It’s hard to quantify this, but an older Mac might start to feel slow, crash more often, or act weirdly. Sometimes those problems can be resolved by reinstalling macOS and apps from scratch, but that’s a lot of work and far from guaranteed.

• Repair support: Apple guarantees that it will provide parts and service for all products within 5 years of when Apple last distributed them for sale. After that, Apple considers the products “vintage” for the next 2 years and will repair them subject to parts availability. Apple considers products pulled from the market more than 7 years before to be “obsolete” and won’t repair them apart from Mac laptops that are eligible for an additional battery-only repair period.
• Shiny new Mac: Sometimes, it’s easy to delay a new Mac purchase because none of the Macs seem quite right. At other times, however, the exact Mac you want will be released just when you need it, making for an easy decision.

With those variables in mind, let us offer recommendations for different audiences:

• Large-fleet organizations: It’s probably not worth the time to consider the needs of every employee in the context of what Mac they have. Instead, create a policy for replacing Macs on a 3- to-5-year schedule you can build into your annual budget. When it’s time to replace a particular Mac, swap it out for a comparable new model and send the old one to a resale organization.
• Small-fleet organizations: For companies and nonprofits with a smaller number of Macs and a smaller budget, stick with the same 3- to 5-year schedule, but instead of automatically replacing each Mac as its number comes up, use it as an opportunity to evaluate the user’s needs and then either replace the Mac or set the next evaluation date. You may end up replacing Macs slightly less often, perhaps every 4 to 6 years. It’s also more likely that old Macs will be handed down rather than resold.
• Creatives and freelancers: If you live and die by the work you can accomplish on your Mac, pay regular attention to whether your Mac is meeting your needs. You’ll probably start to notice issues in 3 to 5 years, and as soon as you do, start watching Apple’s releases to see what new Mac might be the best replacement. Also, consider saving a small amount per month with the idea that you’ll have enough to buy your new Mac about the time the old one noticeably starts to cut into your productivity.
• Home users: As long as the Mac meets your needs and can run a version of macOS that’s receiving security updates, there’s no harm in continuing to use it for 8 years or more. However, if it starts to need hardware repairs and repeated consultant visits, that’s an indication that you should spend the money on a new Mac instead. Once it can no longer run a supported version of macOS, it’s time for a replacement.
• Fixed budgets: We get it—sometimes there’s no money for a new Mac. Assuming you can accomplish what you need to do and avoid sketchy parts of the Internet, go ahead and run your current Mac into the ground. It could last 10 years or more. And when it comes time to replace it, there’s no shame in looking to the used market—all those Macs that others are replacing often come up for sale at bargain prices.

We hope this has given you some structure for thinking about replacing Macs, whether you’re worried about the Mac on your desk or all those in the entire design department. And, of course, feel free to contact us for help putting together a replacement schedule.

(Featured image by iStock.com/Prykhodov)

Sometimes apps can be too helpful. Apple’s Mail on the Mac likes to turn pasted URLs into graphically rich previews, and sometimes that’s OK. But other times, the preview is confusing or takes up too much space. Or you may want to send a plain link so the recipient can see its text. There are three ways to avoid rich link previews:

• Before pasting a URL into your message, type a space or any other text. Mail converts URLs to rich previews only when they’re on a line by themselves.
• Hover over the preview, click the down-pointing arrow that appears, and choose Convert to Plain Link from the pop-up menu.
• In Mail > Settings > Composing, change the Message Format pop-up menu to Plain Text. Although this eliminates rich link previews, it also prevents you from including formatting and images.

(Featured image by Adam Engst)

No one intends to drop their iPhone in a pool or fall off a boat with their iPhone in a pocket. But accidents happen. Happily, Apple has designed the iPhone with significant levels of splash and water resistance, so brief exposure to rain or even a quick dunk might not cause any problems. If your iPhone does get wet, follow our advice below to dry it out before calling for more help.

How Waterproof Is Your Phone?

First, you’ll want to understand what you should worry about, which boils down to your phone’s IP rating and its age. All iPhones have an IP—Ingress Protection—rating that specifies what they should be able to handle when new. Current and recent iPhone models are rated at IP68, with the older iPhone 7, 8, XR, and second-generation SE models rated at IP67. The first digit specifies the protection against solid objects like dust, and the second against water. A rating of 6 for the first digit means the device is dust-tight—no dust can get in. For the second digit:

• 7 means the device is protected against the effects of temporary immersion in water under standardized conditions of time and pressure.
• 8 means the device is protected against the effects of continuous immersion in water. The conditions under which this rating is awarded are specified by the manufacturer but must be more severe than rating 7.

Apple has been improving the water resistance of iPhones. The iPhone 11, XS, and XS Max are designed to withstand immersion at a maximum depth of 2 meters for up to 30 minutes. The iPhone 11 Pro and 11 Pro Max increase the depth to 4 meters, and every newer model can handle the increased pressure of up to 6 meters. In other words, all should be able to survive a brief dip.

Don’t get complacent about that old iPhone XS, though. Water resistance isn’t a permanent condition. It depends on tight seals and gaskets that are weakened by age, drops, disassembly, extreme hot or cold temperatures, and exposure to chemicals (like insect repellent and sunscreen). The older your iPhone is, the less likely it is to meet the criteria of its IP rating.

Dealing with Splashes, Spills, and Submersion

Enough theory! What should you do if your iPhone gets wet? It depends on how wet it got. For instance, if you have to use your iPhone in the rain, it’s difficult to keep raindrops off the screen and case. They shouldn’t pose a problem; just dry the iPhone off with a cloth. However, if you accidentally tip over your coffee on your iPhone, first rinse the affected area with tap water. Then dry it off with a cloth. In both cases, we recommend not plugging in a Lightning cable until it’s had more time to dry out.

More concerning is when your iPhone takes a plunge. Despite the IP rating suggesting it can withstand up to 30 minutes of immersion, try to get it out of the water as quickly as possible. Then there are some dos and don’ts.

Do:

• Do turn it off immediately with the power slider that appears when you hold the side button and either volume button (Face ID iPhones) or the side button (Touch ID iPhones).
• Do rinse it under tap water if you dropped it in a muddy puddle (dirt and other contaminants), the ocean (salt water), a swimming pool (chlorinated water), or a toilet (ick)—basically anything other than clean, fresh water.
• Do dry the exterior with a soft cloth.
• Do remove excess liquid by tapping it gently against your hand with the Lightning port and speaker facing down.
• Do open the SIM tray and leave the iPhone in a dry area with airflow. If possible, direct a fan at the openings.
• Do leave it turned off and let it dry for at least 5 hours and up to 24 hours.

Don’t:

• Don’t attempt to dry the iPhone with a hair dryer, any heat source, or compressed air.
• Don’t insert anything like a cotton swab or tissue into the Lightning connector or SIM tray. Let any water inside evaporate.
• Don’t connect a charging cable or any other cable until the iPhone is completely dry. Recent iPhones will warn if they detect water in the Lightning port. If you see that warning, Apple recommends waiting at least 30 minutes and up to 24 hours before trying again. (Wireless charging should be fine, but seriously, just leave the iPhone alone to dry.)
  

Bonus Techniques

There are two additional techniques you can try, one to remove water in general and another to clear water from the iPhone’s speaker.

First, the classic advice for a water-damaged electronic device is to bury it in a container of uncooked rice for a day or two. The idea is that the rice absorbs the moisture in its vicinity, pulling it out of the iPhone. It can work, but Apple recommends against it because of the likelihood of getting tiny bits of rice in the Lightning port. If you want to use rice, wrap the iPhone loosely in a paper towel first to protect its ports.

A better approach is to use a sealed plastic bag containing silica gel desiccant packets like those in vitamin bottles. They’re inexpensive and readily available, and you can even get ones that you can recharge in a microwave or oven. But of course, you have to have them on hand, or it’s back to the rice.

Second, if your iPhone’s speaker sounds muffled, some people suggest using an Apple Watch-like trick of playing a particular sound to eject water. Visit FixMySpeakers and tap the button. This is clever and shouldn’t hurt anything, but if there’s water in the speakers, there’s probably water elsewhere, and it might be safer to turn the iPhone off quickly and let it dry naturally—as I recommend above.

One last piece of advice: Apple doesn’t claim any sort of water resistance for iPads or MacBooks. If one of them gets wet, you can try following the advice above—it shouldn’t hurt anything—but it’s more likely that a repair is in your future.

(Featured image by iStock.com/Evgen_Prozhyrko)

Apple has at long last released the promised Apple Music Classical app. It’s a free iPhone app for Apple Music subscribers that looks and works much like the standard Music app. However, Apple has adjusted it extensively under the hood to work better with classical music, where there are many recordings of the same work by different artists. Apple also improved the metadata—normalizing composer names and adding work and movement tags—for the 5 million classical tracks in Apple Music. For instance, you can search by work, composer, conductor, opus number, and key, something that worked poorly before. Apple Music Classical is a significant improvement for classical music fans, and it provides expert recommendations and playlists for those interested in getting started. Alas, there’s no Mac version yet, and the iPad is limited to using the scaled-up iPhone app.

(Featured image by iStock.com/cyano66)

Many businesses, schools, and other organizations have adopted cloud storage services like Box, Dropbox, Google Drive, and Microsoft OneDrive for excellent reasons. Cloud storage provides a centralized spot for shared data without the up-front cost or maintenance issues of a network-attached storage device. It also allows individuals to access the same files on multiple devices and significantly enhances collaboration by allowing multiple people to work on the same file.

All cloud storage services provide a simple Web-based interface that’s the least common denominator. The Web interfaces look and work the same for everyone, regardless of platform. Unfortunately, they’re clumsier—sometimes much more so— than working with the same files in the Mac’s Finder.

Luckily, cloud storage services also provide deep integration with the Finder. If you haven’t already installed your cloud storage service’s Mac app, we strongly encourage you to do so. Here are links for the big four; others will likely provide similar apps.

• Box Drive
• Dropbox
• Google Drive for Desktop
• OneDrive for Mac

Once the software is installed, you’ll find an item in the Locations portion of your Finder window sidebar that provides access to everything in your cloud storage, as though it were on an external hard drive connected to your Mac. You can quickly rename files, add folders, move files between folders, and perform other basic Finder tasks. The services also install menu bar items you can click to access settings, activity, and other controls (Dropbox shown below).

Cloud storage is not the same as an external hard drive, of course, so you need to keep certain facts in mind when using cloud-based data in the Finder. Some of this information has changed within the last few months, as cloud storage providers have migrated from Apple-deprecated custom kernel extensions to Apple’s recommended File Provider extension. (The migration is still underway for Dropbox users.) Here are the most important things to know.

Data May or May Not Be Stored on Your Mac’s Drive

When integrating a cloud storage service into the Finder, it’s reasonable to ask where the data is actually stored. The short answer is that it’s always stored online, but it might also be stored on your Mac. All cloud-based files are either online-only, at which point all you see is a placeholder icon on your Mac, or offline, which means a copy of the files exists on your Mac. Online-only files and folders have a little cloud icon next to their names in the Finder; offline files lack that icon.

When you double-click an online-only file, the service’s Mac software downloads it in the background so it can open in the appropriate app. You shouldn’t notice a delay with small files, although it may become more noticeable with very large files or over slow Internet connections. And, of course, if you’re on an airplane or somewhere without connectivity, you can’t open online-only files at all. On the plus side, they don’t take up any space on your Mac’s drive until you open them.

You can control which files and folders are online-only and which are offline. Control-click the file or folder and look for commands like Download Now or Make Available Offline to bring its contents down to your Mac, or use commands like Remove Download or Make Online-Only to remove the download to save space.

All Your Files Live In ~/Library/CloudStorage

So where are the offline copies of cloud-based files stored on your Mac? It may seem like they’re on a drive of their own, but in reality, they’re stored in your home folder’s hidden Library folder, in a folder called CloudStorage. (To see the Library folder, open the Finder’s Go menu and press Option.) You never have to go there directly, but it can be useful to keep in mind when setting up backups, moving data between Macs, and more.

Only OneDrive Supports External Drives

There is an important caveat to the requirement that all cloud-based files live in ~/Library/CloudStorage. That folder lives on your Mac’s internal drive, which may not have sufficient space to store offline copies of all your cloud-based data. Before the switch to Apple’s File Provider extension, the cloud storage services let you store the offline copies of your files on an external hard drive. That’s no longer possible with Box, Dropbox, and Google Drive. Microsoft OneDrive has worked around this limitation, allowing you to specify an external drive as your cache to maintain a copy of offline data separately from the state of the items in the CloudStorage folder. (If you manage terabytes of offline files, particularly for audio or video editing work, check out the completely different LucidLink service.)

Dragging Files Moves Rather than Copies

When you work with an external hard drive or network drive, dragging a file from your Mac’s internal drive to one of those copies it because it’s going to a different volume. Although the cloud storage services seem to be separate volumes (some were in the past), they no longer act that way. That’s because all the data lives in the CloudStorage folder on your internal drive, so dragging a file out of Google Drive, say, moves it, just as though you dragged a file from one folder on your internal drive to another. It’s not a problem—and the services warn you about it—but keep it in mind.

Moved or Trashed Files Remain Available Online, at Least Temporarily

What happens to the online version of a file when you move it from the cloud storage service on your Mac to another location on your Mac’s internal drive? Good question, and the answer is that it ends up in the trash equivalent on the service’s website. Cloud storage services generally retain such files for some time—30 days is common—after which they go away for good.

When you delete a cloud-based file in the Finder, the same thing happens: it ends up in the service’s online trash equivalent. However, what happens on your Mac varies by service, so testing with a sacrificial file is worthwhile. For example, if you delete an offline file in Dropbox, it moves to the Mac’s Trash. However, if you delete an online-only file, Dropbox warns you that it will be deleted immediately, and it disappears instantly from the Mac rather than moving to the Trash. You can still find it in Dropbox’s Deleted Files folder on the Dropbox website. In contrast, deleting either type of file from Google Drive moves it to the Mac’s Trash (and puts it in Google Drive’s online Trash folder).

Sharing Files and Paths with Colleagues

All the cloud storage services let you Control-click a file and copy a link. When a co-worker clicks that link, it will open in the cloud storage service’s Web interface or possibly in an online version of the app that created it. That may be fine, but our experience is that they won’t be able to find the file again in the future.

To help colleagues learn where files are in a shared cloud-based folder structure, send them the path to the file—the full list of folders containing the file. The trick for getting it is to select the file in the Finder, Option-click the Edit menu, and choose Copy “MyFile” as Pathname.

The start of the path is specific to your Mac, so delete that and leave the rest. For instance, when you paste the path, if you get this:

/Users/foobar/Library/CloudStorage/GoogleDrive-foobar@example.com/My Drive/GroupShared/Buzz/Posts/Buzz-0004.pdf

Trim it as follows to clarify that the file is in the Posts folder, which is in the Buzz folder, and that’s in  a top-level folder called GroupShared:

/GroupShared/Buzz/Posts/Buzz-0004.pdf

Searches May Work Poorly for Online-Only Content

The split between online-only and offline files also affects how Spotlight and other content-based searches work. As you would imagine, if a file is online-only, there’s no way Spotlight can index its content, so Spotlight won’t be able to find such files based on content searches. Some of the cloud storage services offer content-based searches, so with Google Drive, for instance, if you initiate a search from its Web interface, it will find all files containing the search terms even when they’re set to online-only on your Mac.

Filename searches in Finder windows should work regardless of online-only/offline state, although we’ve experienced problems when trying to limit the scope within the service’s Mac folder—search the This Mac scope for the best results. (Click the This Mac button after starting the search if necessary.) You may also have good luck with third-party search utilities like EasyFind and Find Any File.

Backups Work Only for Offline Content

Finally, remember that Mac backup systems like Time Machine and Backblaze cannot back up online-only files because they don’t actually exist on your drive. At best, such backup apps will show the placeholder for the file but won’t back up its content. They work fine for offline files, of course, but if you have to find a particular file or folder when restoring, remember that backup apps other than Time Machine will probably see it as stored in ~/Library/CloudStorage.

Should you care if your cloud-based files are backed up locally? Cloud storage systems automatically protect data against drive failure or other problems in the cloud. Plus, any shared data that one of your collaborators deletes from their Mac—inadvertently or maliciously—should be maintained in that person’s online trash, even if it seems to disappear.

However, we’d argue that it’s all too easy to lose or corrupt cloud-based data such that you want a local backup. We’ve seen too many situations where cloud-based files went missing or had problems. In those cases, a local backup provided an essential fallback or welcome peace of mind.

To ensure that your cloud-based files are backed up alongside your other files, you must make sure they’re stored offline long enough to get into your backups. Select top-level folders, make them offline, and wait until everything has downloaded and been backed up. If you need the space back, you can return some folders to being online-only. Pay attention to new files added by other devices or people since they may be online-only by default and thus fail to be included in your backups.

For backup of an organizational cloud storage account, it might make more sense to use a service like Backupify, CloudAlly, or CubeBackup, or to rely on something like a Synology NAS device with Cloud Sync. But that’s a topic for another day or another discussion—get in touch to learn more.

(Featured image by iStock.com/Galeanu Mihai)

The Mac’s Desktop is a remarkably useful place. It’s a good spot for in-progress documents, screenshots, images dragged out of Web pages, and more. However, app windows tend to obscure the Desktop, making it harder to use. There are two quick ways you can temporarily hide windows, making it easy to access icons on the Desktop. In macOS 13 Ventura, in System Settings > Desktop & Dock, click the Shortcuts button at the bottom and assign a keyboard shortcut to Show Desktop (we like the Right Option key). Or click Hot Corners and choose Desktop for one of the corners. (In macOS 12 Monterey and earlier, look in System Preferences > Mission Control.) Then, press that keyboard shortcut or put your pointer in that corner to move your windows aside temporarily. When you’re done, press the key or move the pointer there again to put the windows back.

(Featured image based on an original by iStock.com/AmnajKhetsamtip)

Social Media: The Mac’s Desktop is a great place for in-progress documents, screenshots, and other things you’re working on, but only if you can get to it easily. Read on for two little-known tricks for temporarily pushing windows aside.

Have you heard of ChatGPT? It’s likely—the service was launched in November 2022 and gathered 1 million users in the first week. It now has over 100 million users. However, many people are still unaware of it. If you haven’t heard of ChatGPT—or have heard of it but are unclear on what it is or what effect it and similar AI services might have on the world—read on.

ChatGPT is an AI-powered chatbot designed to mimic a human conversationalist. Its goal is to make communicating with computers more natural. Type anything into ChatGPT, and it will respond in clearly written English. You can also ask it to write things for you, like email responses or school essays, and it can generate text in a wide variety of styles, generating fairy tales, poetry, and even computer code. Unlike most chatbots, ChatGPT remembers what you’ve said and considers that context in its replies.

One way to think of ChatGPT is as a sort of search engine like Google or Microsoft’s Bing. There are three huge differences, however. First, ChatGPT answers your queries directly, rather than presenting you with a list of websites that contain information about your query. Second, although it sounds confident, ChatGPT often gets facts wrong. Third, if you ask ChatGPT the same question twice, you might not get precisely the same answer—there’s an element of randomness in its responses.

How could this be? ChatGPT is what’s called a “large language model,” a neural network that trains itself on extremely large quantities of text—reportedly 300 billion words from 570 GB of datasets. That means ChatGPT doesn’t “know” anything. Instead, it looks at a prompt and generates a response based on the probability that one word follows another. In some ways, it’s the ultimate form of auto-complete. Ask ChatGPT to write a fairy tale, and it will start “Once upon a time” because in its training data, text that matches the prompt of “fairy tale” very likely begins with those words. That’s also the source of its mistakes—just because words occur near one another says nothing about their relationship.

It’s difficult to avoid anthropomorphizing ChatGPT and similar AI-driven chatbots that are flooding the market. Their answers sound utterly convincing, but again, they don’t “know” anything. Despite AI being short for “artificial intelligence,” they don’t think (whatever that might mean). They have no agenda and aren’t trying to convince or mislead.

Rather than think of an AI as a person on the other side of the screen, it’s essential to realize its limitations, a few of which include the following:

• AI-generated text tends to use generalities without much supporting detail, at least without further prompting. Non-experts may not notice, but experts often cringe when they read AI-generated text.
• When details are present, there’s no guarantee that they’re correct. They could be slightly off or ludicrously wrong, so you must double-check everything before assuming it’s true.
• If the desired information isn’t in the training set or is only weakly included, conversations about it can get weird. Notably, ChatGPT’s training data is from before 2021, so it can’t converse about anything more recent than that. Plus, it can completely fabricate answers. (When asked about American marathoner Keira D’Amato, ChatGPT stated that she held the world record for the mile while balancing a fruit basket on her head, which has no basis in reality.)
  
• When prompts contain words that have multiple meanings, like break, run, and set, AI chatbots can return nonsensical results that confuse the different meanings.
• Although the programmers behind AI chatbots try to head off requests aimed at producing obviously racist, sexist, or otherwise offensive responses, the training data includes all sorts of biased and even hateful text. As a result, AI chatbots can say things that are either explicitly or implicitly problematic.

Despite these very real concerns, the AI genie is out of the bottle. The two highest-profile announcements have come from Microsoft and Google. Microsoft has invested in ChatGPT-maker OpenAI and integrated the technology behind ChatGPT into a new version of its Bing search engine (available only in the Microsoft Edge browser for now), whereas Google, which pioneered the technology underpinning ChatGPT, has now released its own AI chatbot, Bard.

Those are just the tip of the iceberg. We’ve also seen AI appearing in products that can help write code, summarize meeting notes, polish email messages, and even create unlimited text adventure games. CARROT Weather, the famously snarky iPhone weather app, has even integrated ChatGPT and tuned it to respond with attitude.

It’s early days, but many people have already found good uses for ChatGPT. For instance:

• If you’re faced with writing a difficult email, consider asking ChatGPT to draft it for you. It likely won’t be perfect, but you might get some text that you can tweak to make it better serve your needs. In fact, for many forms of writing, ChatGPT can both give you a draft to start from and suggest improvements to what you write. This is especially useful for people who struggle with writing in English.
• ChatGPT can help generate code. For inexperienced programmers, it’s a good start, and for long-time coders, ChatGPT can save typing and debugging time. We tried asking it to write an AppleScript that would create a sequentially numbered calendar event every Monday, and although it didn’t work on the first try, after telling it about the errors generated by the code, it arrived at a functional script.
• We know people who enjoy composing doggerel for birthday cards. If you’d like to do that but can’t come up with the words or rhymes, ask ChatGPT. For instance, try asking it to write a “roses are red” poem on a particular topic. Or ask it for a country music song— but don’t buy a ticket to Nashville.
• Need to come up with a clever name for a project or event? Ask ChatGPT to give you ideas that are three or four words long and include certain concepts. Keep asking it to refine or nudge it in new directions. It may not generate exactly what you want, but it will give you lots of ideas to combine on your own.
• If you’re editing some confusingly written text, you can ask ChatGPT to simplify the language in the paragraph. Again, it may not be perfect, but it might point you in a useful direction.

What all these examples have in common is that they use ChatGPT as a tool, not as a replacement for a person. It’s at its best when it’s helping you to improve what you already do. For instance, it won’t replace a programmer, but it can help get you started with simple scripts. The hard part is learning how to prompt it to output the results you want, but remember, it’s not a person, so you can keep asking and nudging until you’re happy with the results.

There are many reasons to be skeptical of how AI services are being used, and we recommend using them cautiously. But given the levels of interest from businesses and users alike, it seems that they’re here to stay.

(Featured image by iStock.com/Userba011d64_201)

Occasionally, we hear from a client who needs to document a Messages conversation with timestamps, perhaps as part of a lawsuit. The only way to do that on an iPhone or iPad is to take a series of screenshots, but if you have a Mac, there are additional options. The easiest approach is to select the conversation, choose File > Print, and save it as a PDF. If you need a different format, try the macOS iMazing app, which can export all or selected messages from an iPhone backup in PDF, Excel, CSV, and text. It can also export attachments. The trial version lets you extract up to 25 items, and it’s only $39.99 if you have more significant iPhone exporting needs.

(Featured image by iStock.com/Morakot Kawinchan)

When upgrading to a new version of macOS, we err on the side of caution, at least in our recommendations. (We’ve been using macOS 13 Ventura for some time now and often install beta releases on secondary machines for testing purposes.) Upgrading is easy, but if you upgrade too soon, the new macOS version could make key apps inoperable, create workflow interruptions, or cause other negative consequences. On the other hand, waiting too long can cause problems—it’s important to stay in sight of the cutting edge for security reasons and to take advantage of Apple’s advances. Upgrading is not an if question; it’s a when question.

That when could be now. There’s no reason you must upgrade to macOS 13 Ventura right away, but if you want to, you should now be able to do so without undue interruptions. Ventura has been quite stable and has received only three updates since its initial release in October 2022:

• macOS 13.0.1 provided just unspecified bug fixes and two security fixes.
• macOS 13.1 introduced the Freeform digital whiteboard app, Advanced Data Protection for iCloud, improved searching for photos in Messages, participant cursors for shared notes in Notes, and the option to play sounds in the Find My app. There were also a couple of bug fixes and important security fixes.
• macOS 13.2 added support for Security Keys for Apple ID for those who need the utmost security, fixed a few bugs, and blocked more security vulnerabilities.

Apple may have another feature or two up its sleeve for Ventura, and we’ll undoubtedly see more updates to address bugs and newfound security vulnerabilities, but there’s no significant reason to wait any longer.

That said, you can continue to delay as long as you’re running macOS 11 Big Sur or macOS 12 Monterey and are staying up to date with Apple’s security releases. (Both have received important updates recently.) Earlier versions of macOS no longer receive security fixes, rendering them more vulnerable to attack. Reasons to delay include:

• You’re too busy. The upgrade process will take a few hours, and it may take additional time to configure everything properly afterward. When you are ready to upgrade, aim for when a little downtime will be convenient.
• You’re still using incompatible software. The jump from Big Sur or Monterey to Ventura isn’t a big one, so most modern apps should have been updated to ensure compatibility with Monterey by now. But if you’re still running macOS 10.14 Mojave or earlier with 32-bit apps, you’ll lose access to them if you upgrade. (That first happened with macOS 10.15 Catalina in 2019.) With Mojave no longer receiving security updates, you need to find replacements for those apps and upgrade soon.
• You need consistent versions for workflow reasons. We’re unaware of any examples here, but it’s not inconceivable that a coworker could be stuck on an older version of macOS and thus older versions of shared productivity apps. If your upgrade would force you to update those apps and introduce compatibility issues when collaborating with that coworker, you may have to wait until your coworker can upgrade as well.

Ventura won’t upend your experience of using a Mac, but it has numerous useful features, large and small. Along with the features mentioned above that shipped in updates, the new iCloud Shared Photo Library enables you to share photos and videos with up to five family members in a separate shared library. Stage Manager provides a new paradigm for window management. Messages lets you edit messages, undo sending, and mark conversations as unread. Similarly, Mail lets you undo sending, schedule messages to send later, and get follow-up reminders for replying. For better videoconferencing quality, Continuity Camera enables you to use your iPhone as a webcam, complete with Desk View for showing what’s on your desk during a call. The Mac finally gets its own Weather app. Perhaps even more important, Ventura shares some of these features with Apple’s other operating systems: iOS 16, iPadOS 16, watchOS 9, and tvOS 16. To take full advantage of those features across all your Apple devices, your Mac must be running Ventura.

However, we want to be upfront about one downside to upgrading to Ventura. Apple replaced System Preferences with System Settings. While we wouldn’t have described System Preferences as having a stellar user interface, it was at least familiar after decades of use. The new System Settings, which tries to mimic the Settings app in iOS and iPadOS, moves numerous settings around and makes some odd and unfortunate design decisions. You may find yourself relying heavily on its search field to find commonly used options.

Before You Upgrade

Once you’ve decided to upgrade to Ventura, you have three main tasks:

• Update apps: Make sure all your apps are as up-to-date as possible. If you regularly put off updates, now’s the time to let them complete so you have Ventura-compatible versions.
  
• Clear space: Ventura needs about 25 GB of free space to upgrade, and the Ventura installer itself is about 12 GB, so we recommend making sure you have at least 37 GB free. Don’t cut this close—you should always have at least 10–20% free space for virtual memory, cache files, and breathing room. Check by choosing About This Mac from the Apple menu and then clicking Storage.
  
• Make a backup: Never, ever install an update to macOS without ensuring that you have at least one current backup first. In an ideal world, you’d have an updated Time Machine backup, a bootable duplicate, and an Internet backup. That way, if something goes wrong, you can easily restore.
  

Upgrading

After completing the above-listed tasks, ensure you don’t need your Mac for a few hours. There’s no telling exactly how long the upgrade will take, so never start an upgrade if you need the Mac soon.

Initiating the upgrade is just a matter of opening System Preferences > Software Update, clicking the Upgrade Now button, and following the instructions. If you’d like more handholding, check out Joe Kissell’s ebook Take Control of Ventura.

After You Upgrade

Part of the reason to set aside plenty of time for your Ventura upgrade is that there are usually cleanup tasks afterward. We can’t predict precisely what you’ll run into, depending on what version of macOS you’re running now and what apps you use, but here are a few situations we’ve noticed in the past:

• macOS may need to update its authentication situation by asking for your Apple ID password, your Mac’s password, and if you have another Mac, its password too. Don’t worry that your Mac has been compromised by malware—it’s fine.
• Some apps may have to ask for various permissions even though you previously granted them. Again, that’s fine and won’t happen again.
• If you use your Apple Watch to unlock your Mac and apps (and you should, it’s great!), you may need to re-enable that in System Settings > Touch ID & Password (it’s an example of something that moved; previously, it was in System Preferences > Security & Privacy > General).
• If you use Gmail, Google Calendar, or other Google services, you may need to log in to your Google account again.
• Websites that usually remember your login state may require that you log in again. If you’re using a password manager like 1Password, that’s easy.
• You may have to re-enable text message forwarding to your Mac. You do this on your iPhone in Settings > Messages > Text Message Forwarding.

With all that housekeeping done, it’s time to check out all the new features in Ventura!

(Featured image by Apple)