Mail Gains Welcome Features in iOS 16, iPadOS 16, and macOS 13 Ventura

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Email may not be as sexy a way to communicate as modern-day darlings like Messages, Slack, or Microsoft Teams, but it remains the workhorse of business and personal communications. While Apple’s Mail is a mature app that has long provided the necessary basics, there has been room for improvement. In iOS 16, iPadOS 16, and macOS 13 Ventura, Apple has given us some welcome enhancements, many of which have existed in other email systems for some time.

These features are extremely similar across all of Apple’s platforms, but they may differ in small ways. Don’t worry if you haven’t updated all your devices yet—you can still take advantage of these features on your iPhone or iPad even if you’re cautiously (and appropriately, for now) sticking to macOS 12 Monterey on your Mac.

Undo Send

If you’re like us, it’s all too common to send an email and then immediately remember you wanted to add something or Cc someone. Mail now gives you a grace period during which you can unsend a message—10 seconds by default, but configurable to 20 or 30 seconds on the iPhone or iPad in Settings > Mail > Undo Send Delay, or on the Mac in Mail > Settings > Composing.

To unsend a message, tap Undo Send at the bottom of the screen (look in the sidebar on the Mac and iPad). On the Mac, it’s easier to press Command-Z immediately to undo the action. Either way, the message opens for editing again so you can make the desired changes and resend.

Send Later

It’s not always appropriate to send email messages as soon as you finish writing them. Some organizations have policies against sending email significantly outside of business hours to discourage unhealthy work schedules, and you may want to compose a message—a last-minute reminder for event participants, say—well in advance and then schedule it to arrive at an appropriate time. Mail now makes that possible.

To schedule a message for sending later, touch and hold the Send button on the iPhone or iPad, or click the menu next to the Send button on the Mac. It suggests an appropriate time later in the day or the next day, or you can use Send Later to set a specific date and time. Note that the device on which you’re scheduling the message must be online for the message to be sent, but the scheduled send works fine if the device is asleep.

Scheduled messages live in a Send Later mailbox until they’re sent, so if you need to reschedule them, open the message and tap the Edit button in the scheduling banner at the top.

Get Reminders

Some people like to “snooze” email messages so they reappear at the top of the inbox at a later time that may be better. Mail can do this now with its built-in reminder feature, which also temporarily shows the message in a Remind Me mailbox and pops up a notification when the specified time arrives.

To set a reminder, swipe right on it (use two fingers on the Mac) and tap or click Remind Me to choose a reminder schedule of 1 hour, tonight, or tomorrow. You can also specify a precise time and date. If you can’t swipe on a Mac, you can instead Control-click the message and choose a reminder schedule; on an iPhone or iPad, you can also tap the Reply button and then Remind Me.

Note that this feature only repositions the message in the inbox, so if you’ve read it, for instance, but you have your inbox filtered to show only unread messages, you won’t see the moved message. It does get a little Remind Me tag in the message list.

Follow-ups

It’s bad enough when you ask someone a question in email, don’t get a response, and have to send a reminder. Worse is when you lose track of the question entirely until it becomes a problem. A new feature in Mail could help. When the app detects that you’ve asked a question, it starts a timer, and if you don’t get a response within 3 days, Mail brings your message back to the top of your inbox with a reminder to follow up. Tap that reminder to send another message to the original recipient.

You don’t have to do anything for the follow-up feature to work, other than compose messages that the feature determines are asking questions. However, there’s no guarantee it will work correctly on every appropriate message, and the feature has no way of knowing if your recipient replied in a completely new conversation or outside of email. If you find it annoying, you can turn it off on the Mac. Go to Mail > Settings > General and deselect “Enable message follow up suggestions.”

Focus Filters

Finally, Mail supports the new Focus Filters, which lets you hide content in specified apps when a certain Focus is active. For instance, if you have a Focus for Personal and another for Work, you might want to specify that your work email account appears only when the Work Focus is active and your personal email account appears only when the Personal Focus is active. It’s logically sensible—you don’t get distracted with personal email at work or work email at home—but it likely isn’t worth the effort unless you have trouble exercising self-control.

To add a Mail account to a Focus Filter, open Focus in Settings or System Settings, select a Focus, tap Add Filter, select Mail, and choose the desired account. After that, when you open Mail, you’ll see only messages from that account, with a Focus Filter banner explaining why and letting you turn it off temporarily.

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

The Best Apple Gifts for 2022

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It may seem early to think about holiday shopping, but even as the global supply chain recovers from pandemic-related slowdowns, ship dates remain unpredictable. If you want to make sure you have an Apple something for that special someone, we recommend buying it soon. Here are our recommendations.

AirTag

Do you know someone who’s always misplacing their keys, purse, or backpack, or who’s planning a big trip? They might appreciate Apple’s AirTag tracker this holiday season. Attach one to a keyring (with a separate $29 AirTag Loop, $35 AirTag Leather Key Ring, or $39 AirTag Leather Loop) or drop it in a bag, and from then on, they can use the iPhone’s Find My app to see where they left their stuff. AirTag uses the Find My network, so even if the item is far away, passing Apple devices that detect it can securely share its location with you. That makes it especially helpful for tracking down checked luggage that hasn’t arrived at its proper destination. One AirTag costs $29, or you can get a pack of four for $99. You can even have Apple personalize each AirTag with custom text and emoji.

AirPods and AirPods Pro

Apple’s wireless earbuds keep getting better. In September, the company released the second-generation AirPods Pro, replacing the original model and supplementing the second-generation AirPods and third-generation AirPods. All three make excellent gifts. The second-generation AirPods cost $129, have a relatively long stalk, and boast up to 5 hours of listening on one charge. The $179 third-generation AirPods shrink the stalk, switch to a force sensor for controls, add support for spatial audio with dynamic head tracking, feature sweat and water resistance, have a MagSafe wireless charging case, and last up to 6 hours on a single charge. For $249, the second-generation AirPods Pro offer major upgrades to Active Noise Cancellation and Transparency mode, provide touch control for media playback and volume adjustments from the stem, and increase battery life to 6 hours. The AirPods Pro now come with a new charging case that’s sweat- and water-resistant, includes a lanyard loop, and can charge from a Lightning cable, MagSafe charger, Qi wireless charger, or Apple Watch charger. All three models support Hey Siri commands and automatically switch between Apple devices. See all the similarities and differences in Apple’s comparison tool.

HomePod mini

Although the original HomePod didn’t set the world on fire, the $99 HomePod mini has been significantly more popular. The grapefruit-sized HomePod mini may be small, but it produces great sound for its size and can do pretty much everything the larger HomePod could do. You can control it entirely via Siri, pair two for stereo sound, use it as a hub for your HomeKit home automation accessories, and even have it play the sound from your Apple TV. Put a HomePod mini in different rooms in the house, and you can use Intercom to communicate with family members with your voice. If you’re giving it as a gift, remember that it’s best when paired with an Apple Music subscription.

Apple TV 4K

The Apple TV hasn’t changed much over recent years, but this year’s new models are enough better and cheaper to warrant inclusion in this article. If someone on your list would benefit from a streaming media player, consider the new third-generation Apple TV 4K, which has a lot going for it. It now boasts a fast A15 Bionic chip, and the Siri Remote charges via USB-C. For someone who mostly wants to watch TV, the $129 Apple TV 4K (Wi-Fi) model is all they’ll ever need, with 64 GB of storage. For $149, the Apple TV 4K (Wi-Fi + Ethernet) has 128 GB of storage for those who want to load a lot of apps and games, and it includes a Gigabit Ethernet port and support for the Thread home automation protocol.

iPad, iPad mini, and iPad Air

If you’re looking to give an iPad as a gift, Apple has numerous options, with starting prices ranging from $329 to $599.

  • Ninth-generation iPad: The budget choice for a kid or an adult with basic needs is last year’s ninth-generation iPad, which remains an astonishing bargain at $329. It works with the first-generation Apple Pencil ($99), and those who need to write can add the $159 Smart Keyboard.
  • Tenth-generation iPad: This year’s redesigned tenth-generation iPad starts at $449, moving Touch ID to the top button, increasing the display size to 10.9 inches, and positioning the front-facing camera on the landscape edge. It pairs with the new $249 Magic Keyboard Folio and the first-generation Apple Pencil.
  • iPad mini: If you’re looking for something small, the diminutive sixth-generation iPad mini fits the bill at just $499. It’s compatible with the second-generation Apple Pencil ($129), but if you need a keyboard, you’ll have to look to a third-party manufacturer or use a standard Bluetooth wireless keyboard.
  • iPad Air: For the most power short of the pricey iPad Pro models, consider the fourth-generation iPad Air. It starts at $599 and can handle even the most intensive tasks, especially when coupled with a second-generation Apple Pencil and either a Magic Keyboard ($299) or Smart Keyboard Folio ($179).

Apple Watch Gift Certificate

We love the Apple Watch, but be careful when considering it as a gift. There are three rather different models, and Apple provides a dizzying number of options for case size, material, and color, plus the band and color, making it difficult to know what would be most appreciated. Instead of guessing what your recipient would like, we encourage giving a certificate that’s good for a conversation about what to purchase. Then sit down with the recipient to run through all the decisions on the Apple Watch site.

There are three options this year: the updated Apple Watch SE (starting at $249), the new Apple Watch Series 8 (starting at $399), and the big, beefy, adventure-focused Apple Watch Ultra (starting at $799).

Thanks to a larger screen, faster chip, and Apple’s new iPhone and Apple Watch crash detection feature, the Apple Watch SE is more compelling than ever and all that most people need. Consider the Series 8 if you also want a larger Always-On display, blood oxygen sensor, and ECG capabilities, along with a new temperature sensor for cycle tracking. The Apple Watch Ultra puts all those features and more into a 49mm titanium case that features a new Action button that gives you quick access to app-specific commands. Its buttons are larger and easier to press, the Always-On display is brighter, the GPS works better in challenging conditions, and it has a depth gauge and water temperature sensor so it can serve as a dive computer. The Apple Watch Ultra boasts up to 36 hours of battery life in normal usage and up to 60 hours in a forthcoming extended battery optimization mode. It’s an impressive watch, but make sure you like how it looks on your wrist, given how much larger it is than other models. Apple has a helpful comparison tool.

Even though they are worthy gifts, we didn’t include any Macs in this article because they’re quite a bit more expensive and difficult to select without extensive discussion of the recipient’s needs. Let us know if you need help choosing the right Mac for someone on your list, but we’re partial to the M1- and M2-based MacBook Air and 24-inch iMac for many users.

(Featured image by Adam Engst)

What Your Organization Needs to Know About Email Blocklists

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Spam remains one of the scourges of the Internet, although spam filters do a pretty good job of keeping most of it out of email inboxes. However, those spam filters can cause deliverability problems for organizations that send email for marketing or customer outreach. One way that happens is if the IP address—the unique numeric address of every computer on the Internet—of the server that sends your organization’s email lands on a blocklist.

Understanding Blocklists

Blocklist services are conceptually simple. They maintain lists of IP addresses that have been identified as sending spam. Receiving email servers subscribe to those blocklists, and for every connection that’s made, the server checks the blocklist in real-time to see if the incoming message originates from a blocked IP address. If it does, the receiving server rejects the connection, preventing the message from being delivered.

How do sending email servers end up on blocklists? There are several basic ways:

  • Traps: If you’ve purchased or scraped lists of email addresses (don’t do that!), you may have ended up with dormant addresses or addresses that the blocklists surreptitiously seeded to spammers. If those addresses receive email from you, the blocklist knows you’re not sending just to people who have opted into your mailings. Similarly, if there are many typos in the email addresses on your list, that can raise a flag.
  • Triggers: Certain words and links in your message can increase the likelihood that a spam filter will catch your message, and some spam filters report back to blocklists. If a draft message sounds spammy or overly promotional when you read it to yourself, that’s a hint that it might trigger a spam filter.
  • Reports: If too many people mark your messages as spam, that can put you on a blocklist. Sadly, some people use the Junk button instead of unsubscribing from mailings they’ve subscribed to.
  • Takeover: Although this problem is less common now than it was when more organizations ran their own mail servers, if a hacker compromises your server or account and uses it to send actual spam, that’s almost guaranteed to land you on one or more blocklists.

To avoid ending up on a blocklist, make sure you’re being fastidious about your mailing list. Only add people to it if they have legitimately signed up, make it easy for them to remove themselves with an Unsubscribe link at the end of every message, delete bouncing addresses right away, and avoid spammy language in your messages. It’s not hard—just be a good Internet citizen. And, of course, if you control your own mail server, pay special attention to its security to keep hackers out.

Is Your Organization Already on a Blocklist?

Let’s say your IP address has ended up on a blocklist even though you’ve been good. How would you know? You might hear that people who should have received your mailings didn’t or that your messages were marked as spam. Or you might see your deliverability numbers falling in your sending tool. Neither of those is reliable, though, so we recommend you use MXToolbox’s Blacklist Check, where you can type in your hostname or IP address to see if it’s on any of over 100 blocklists.

You can use MXToolbox for quick checks against 100+ blocklists whenever you want, but if you sign up for a free account, you can set up a monitor that checks your email server’s hostname or IP address against 30 common blocklists every week and emails you the results. (MXToolbox offers lots of other email and Internet-related tests that can help you monitor and troubleshoot your Internet presence.)

Getting off a Blocklist

Once your IP address is on a blocklist, your goal is to remove it as quickly as possible. Many blocklists automatically remove entries after a certain amount of time, but clicking the Detail button in the MXToolbox blocklist listing will tell you more about the blocklist and potentially how to request a manual delisting.

The precise steps will vary by blocklist, but the most important thing is that you resolve whatever issue caused your server to be added in the first place. Once that’s done, you’ll probably need to provide the IP address of the server and an explanation of what happened, either in a Web form or in an email to the blocklist admins.

We won’t lie—ending up on a blocklist can be stressful, particularly if your organization relies on sending customer-focused email. But if you keep your list clean and avoid sending spam-like messages, the occasional blocklist listing should be only a temporary blip in your operations.

(Featured image by iStock.com/ipuwadol)