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Make Sure to Back Up iPhone Photos on Your Mac

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If your iPhone were to be stolen or suffer an unfortunate accident, would you lose all your precious photos? Those using iCloud Photos are probably shaking their heads smugly, thinking that all those baby and vacation photos are backed up securely in iCloud. iCloud Photos does indeed store a copy of all your photos, but you shouldn’t assume that everything in it is completely protected. Although it’s extremely unlikely that Apple’s systems would fail so that you’d lose anything, the contents of your iCloud account aren’t as safe as would be ideal.

An Aside to Explain Why iCloud Isn’t Perfectly Secure

Recently, Wall Street Journal reporters Joanna Stern and Nicole Nguyen covered a troubling form of crime aimed at iPhone users in an article (paywalled) and accompanying video. Thieves hang out in bars, looking for users who tap in their passcodes instead of using Face ID or Touch ID. Once they’ve learned someone’s passcode with surreptitious shoulder surfing, they grab the iPhone and run. As soon as they’re clear, they use the passcode to change the user’s Apple ID password and enable or reset a recovery key, which prevents the user from employing Find My to locate and lock the iPhone. Worse, with the passcode, they can make purchases with Apple Pay, access all passwords in iCloud Keychain, and use other information on the iPhone to facilitate identity theft. It’s a disaster.

But it gets worse, as the reporters detail in a new Wall Street Journal article (paywalled) and video. By enabling a recovery key, the thief disables Apple’s normal account recovery process for resetting the Apple ID password. In other words, if this were to happen to you, along with all the financial losses and headaches, you would lose access to your iCloud account, possibly forever, and with it, all your photos in iCloud. With luck, Apple will block this attack soon.

For now, follow this commonsense advice to reduce the chances of being victimized:

  • Pay attention to your iPhone’s physical security in public.
  • Always use Face ID or Touch ID in public.
  • If you must enter your passcode in public, conceal it from anyone nearby.
  • Never share your passcode beyond highly trusted family members.

Backing Up Your iPhone Photos

As with so many other modern ills, good backups go a long way toward minimizing the pain of problems. They won’t prevent someone from stealing your iPhone or locking you out of your account, but if that were to happen, at least you won’t lose all your photos!

There are two possible backup scenarios. Using iCloud Photos and downloading originals to your Mac is easiest but requires that you pay Apple for more storage if you have more than a handful of photos. If you don’t use iCloud Photos, you can just back up your iPhone to your Mac or, better yet, import images into Photos on the Mac and then sync them back. It’s more work and fussier, but doesn’t cost anything.

  • iCloud Photos: When using iCloud Photos, the trick to protecting your pictures is to sync the originals with your Mac. In Photos > Settings/Preferences > iCloud, select Download Originals to this Mac. The only downside of this approach is that you need enough disk space on your Mac to hold them all; if that’s not the case, you may need to move your system Photos Library to an external hard drive.
  • iPhone-only photos: If you aren’t using iCloud Photos, the best approach is to connect your iPhone to your Mac using a USB-to-Lightning cable or Wi-Fi and then import new snapshots into Photos on your Mac manually (select the iPhone in the Photos sidebar). It’s helpful to remove the original photos from the iPhone with the Delete Items checkbox after importing so you can manage them solely on the Mac.

    Then you can sync all the photos (or just desired ones, if your iPhone is low on space) back to your iPhone using the Finder. First, select the iPhone in a Finder window’s sidebar. Then click Photos in the button bar at the top, and select “Sync photos to your device from Photos” along with “All photos and albums” and “Include videos” in the options below. Finally, click Apply or Sync.

    Technically speaking, backing up your iPhone to your Mac without syncing to Photos also backs up your photos, but the only way to get them back is to restore a backup onto an iPhone. It’s much better to have all the photos accessible in Photos too.

Either way, once the photos are on your Mac, you should back up all your data using Time Machine, an Internet service like Backblaze, or a third-party app like Carbon Copy Cloner or SuperDuper. If you’re concerned about the quality of your backups for preserving photos, contact us for advice.

(Featured image by iStock.com/metamorworks)

Social Media: With new reports of iPhone theft victims being locked out of their iCloud accounts, it’s all the more important that you copy your iPhone photos to a Mac and then back up that Mac.

How to Turn Mail’s Rich Website Previews into Plain Links

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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)

Social Media: Annoyed by how Apple’s Mail on the Mac turns pasted URLs into rich link previews? We offer three ways to avoid them.

Reveal Your Desktop Quickly with a Keyboard Shortcut

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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.

How Often Should Macs Be Replaced?

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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)

Social Media: When should you replace the Mac on your desk—or your organization’s Macs? There is no single answer, but we run down some variables that play into the decision and make recommendations for different use cases.

Quickly Put Lots of Files in a Folder with One Command

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Imagine that you’re working with a bunch of files, and you want to put a set of them in a new folder. You could stop what you’re doing, make a new folder, select all the files, and drag them into the folder, like an animal. Or you could take advantage of a slick Finder command that Apple added in macOS 11 Big Sur. Simply select the files you want to put in a folder, Control-click one of them, and choose New Folder with Selection (X Items) from the top of the contextual menu. A folder called “New Folder With Items” appears, with your selected files inside. This feature may not be life-changing, but some people use it often.

(Featured image by iStock.com/ArLawKa AungTun)

Need to Back Up or Export a Messages Conversation? Try PDF or iMazing

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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)

Use Quick Look to Preview Spotlight Results in Ventura

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When you search using Spotlight on the Mac, it provides a decent amount of information about each result, including name and other metadata. But what if you want to see what’s behind the search result? In macOS 13 Ventura, Apple added Quick Look support to Spotlight so you can easily preview the search results. Do a search, click or use the arrow keys to select a search result, and then press the Space bar to open it in a Quick Look window. It even renders websites!

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

You Can Now Upgrade to macOS 13 Ventura When You’re Ready

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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)

Social Media: Should you upgrade to macOS 13 Ventura? There’s no need to install it today, but we think it’s now safe for those who want to take advantage of the new features and integration with Apple’s other operating systems. Details here:

Upgrade Past macOS 10.15 Catalina to Keep Getting Microsoft Office Updates

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We aren’t quite ready to recommend that everyone upgrade to macOS 13 Ventura, but if you use Microsoft Office with macOS 10.15 Catalina, you should start planning for an upgrade. Microsoft has announced that current versions of its productivity suite—Office for Mac 2019, Office for Mac 2021, and Microsoft 365—will receive updates only if your Mac is running macOS 11 Big Sur, macOS 12 Monterey, or macOS 13 Ventura. If you keep using Catalina, your Office apps will continue to work, but they won’t receive enhancements, bug fixes, or security updates past October’s 16.66 updates. Contact us if you have questions about appropriate upgrade paths.

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

AutoFill in Safari Not Working? Set “My Card” in Contacts

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We heard from a client that AutoFill in Safari suddenly stopped entering her name and address in Web forms when she chose Edit > AutoFill Form or pressed Command-Shift-A, forcing her to enter her contact information manually, like an animal. (And yes, the “Using information from my contacts” checkbox was selected in Safari’s AutoFill preferences.) Although we have no idea what caused the problem, the solution turned out to be simple. She went into Contacts, found her personal contact card, and chose Card > Make This My Card. Give this a try if you’re having trouble with AutoFill or haven’t yet started using it in Safari.

(Featured image by Adam Engst)