Chapter 19. Mail & Address Book

Email is a fast, cheap, convenient communication medium. In fact, these days, anyone who doesn’t have an email address is considered some kind of freak.

If you do have an email address or two, you’ll be happy to discover that Mac OS X includes Mail, a program that lets you get and send email messages without having to wade through a lot of spam (junk mail). Mail is a surprisingly complete program, substantially speeded up for Mac OS 10.6, and it’s filled with shortcuts and surprises around every turn.

And this desktop post office offers more than just mail—among other things, you can also use the program as a personal notepad and a newsreader for your favorite Web sites.

Not bad for a freebie, eh?

What you see the first time you open Mail may vary. If you’ve signed up for a MobileMe account (and typed its name into the MobileMe pane of System Preferences), then you’re all ready to go; you see the main Mail window full of messages. If you don’t get the offer to set up an account, choose File→Add Account to jump-start the process. (That’s also how you add other accounts later.)

If you get your mail from some other service provider, like Verizon, Comcast, Gmail, Yahoo, or whatever, Mail setup is almost as easy. Apple has rounded up the acronym-laden server settings for 30 popular mail services and built them right in.

All you have to do is type your email name and password into the box (Figure 19-1). If Mail recognizes the suffix (for example, , and if “Automatically set up account” is turned on, then Mail does the heavy lifting for you.

Now, if you use a service provider that Mail doesn’t recognize when you type in your email name and password—you weirdo—then you have to set up your mail account the long way. Mail prompts you along, and you confront the dialog boxes shown in Figure 19-2, where you’re supposed to type in various settings to specify your email account. Some of this information may require a call to your Internet service provider (ISP).

Here’s the rundown:

Click Continue when you’re finished.

Mail can also import your email collection from an email program you’ve used before—Entourage, Thunderbird, Netscape/Mozilla, Eudora, or even a version of Mac OS X Mail that’s stored somewhere else (say, on an old Mac’s hard drive). Importing is a big help in making a smooth transition between your old email world and your new one.

To bring over your old mail and mailboxes, choose File→Import Mailboxes. Figure 19-3 has the details.

You get new mail and send mail you’ve already written using the Get Mail command. You can trigger it in any of several ways:

Now Mail contacts the mail servers listed in the Accounts pane of Mail’s preferences, retrieving new messages and downloading any files attached to those messages. It also sends any outgoing messages that couldn’t be sent when you wrote them.

If you used early versions of Mail, the first thing you may notice is that the Mailbox panel isn’t just for mailboxes anymore. Categories like Reminders and RSS Feeds can appear there, too, as shown in Figure 19-4. But the top half of this gray-blue column on the left side lists all your email accounts’ folders (and subfolders, and sub-subfolders) for easy access. Mail looks quite a bit like iTunes (and iPhoto, and the Finder)—except here you have mailboxes where your iTunes Library and connected iPods would be.

In the Mailboxes panel, sometimes hidden by flippy triangles, you may find these folders:

To send an email, click New Message in the toolbar or press ⌘-N. The New Message form, shown in Figure 19-6, opens. Here’s how you go about writing a message:

  1. In the “To:” field, type the recipient’s email address.

    If somebody is in your Address Book, type the first couple of letters of the name or email address; Mail automatically completes the address. (If the first guess is wrong, type another letter or two until Mail revises its guess.)

    As in most dialog boxes, you can jump from blank to blank (from “To:” to “Cc:,” for example) by pressing Tab. To send this message to more than one person, separate the addresses with commas: bob@earthlink.net, , and so on.

    Tip

    If you send most of your email to addresses within the same organization (like , and ), Mail can automatically turn all other email addresses red. It’s a feature designed to avoid sending confidential messages to outside addresses.

    To turn this feature on, choose Mail→Preferences, click Composing, turn on “Mark addresses not ending with,” and then type the “safe” domain (like apple.com) into the blank.

  2. To send a copy to other recipients, enter their addresses in the “Cc:” field.

    Cc stands for carbon copy. Getting an email message where your name is in the “Cc:” line implies: “I sent you a copy because I thought you’d want to know about this correspondence, but I’m not expecting you to reply.”

  3. Type the topic of the message in the Subject field.

    It’s courteous to put some thought into the Subject line. (Use “Change in plans for next week,” for instance, instead of “Yo.”) And leaving it blank only annoys your recipient. On the other hand, don’t put the entire message into the Subject line, either.

  4. Specify an email format.

    There are two kinds of email: plain text and formatted (which Apple calls Rich Text). Plain text messages are faster to send and open, are universally compatible with the world’s email programs, and are greatly preferred by many veteran computer fans. And even though the message itself is plain, you can still attach pictures and other files. (If you want to get really graphic with your mail, you can also use the Stationery option, which gives you preformatted message templates to drop in pictures, graphics, and text. Flip to Stationery for more on using stationery.)

    Resourceful geeks have even learned how to fake some formatting in plain messages: They use capitals or asterisks instead of bold formatting (*man* is he a GEEK!), “smileys” like this—:-)—instead of pictures, and pseudo-underlines for emphasis (I _love_ Swiss cheese!).

    By contrast, formatted messages sometimes open slowly, and in some email programs the formatting doesn’t come through at all.

    To control which kind of mail you send on a message-by-message basis, choose from the Format menu either Make Plain Text or Make Rich Text. To change the factory setting for new outgoing messages, choose Mail→Preferences; click the Composing icon; and choose from the Message Format pop-up menu.

  5. Type your message in the message box.

    You can use all standard editing techniques, including copy and paste, drag and drop, and so on. If you selected the Rich Text style of email, you can use word processor–like formatting (Figure 19-7).

    As you type, Mail checks your spelling, using a dotted underline to mark questionable words (also shown in Figure 19-7). To check for alternative spellings for a suspect word, Control-click it. From the list of suggestions in the shortcut menu, click the word you really intended, or choose Learn Spelling to add the word to the Mac OS X dictionary. You can read much more about Mac OS X’s built-in spelling/grammar checker (and typing expander) in Chapter 6.

    If you’re composing a long email message, or if it’s one you don’t want to send until later, click the Save as Draft button, press ⌘-S, or choose File→Save As Draft. You’ve just saved the message in your Drafts folder. It’ll still be there the next time you open Mail. To reopen a saved draft later, click the Drafts icon in the Mailboxes column and then double-click the message you want to work on.

  6. Click Send (or press Shift-⌘-D).

    Mail sends the message.

If you’d rather have Mail place each message you write in the Outbox folder instead of connecting to the Net when you click Send, choose Mailbox→Take All Accounts Offline. While you’re offline, Mail refrains from trying to connect, which is a great feature when you’re working on a laptop at 39,000 feet. (Choose Mailbox→Take All Accounts Online to reverse the procedure.)

Sending little text messages is fine, but it’s not much help when you want to send somebody a photograph, a sound, or a Word document. To attach a file to a message you’ve written, use one of these methods:

To remove an attachment, drag across its icon to highlight it, and then press the Delete key. (You can also drag an attachment icon clear out of the window into your Dock’s Trash, or choose Message→Remove Attachments.)

Signatures are bits of text that get stamped at the bottom of your outgoing email messages. A signature might contain a name, a postal address, a pithy quote, or even a scan of your real signature, as shown in Figure 19-6.

You can customize your signatures by choosing Mail→Preferences and then clicking the Signatures icon. Here’s what you should know:

Rich text—and even plain text—messages are fine for your everyday personal and business correspondence. After all, you really won’t help messages like, “Let’s have a meeting on those third-quarter earnings results” much by adding visual bells and whistles.

But suppose you have an occasion where you want to jazz up your mail, like an electronic invitation to a bridal shower or a mass-mail update as you get your kicks down Route 66.

These messages just cry out for Mail’s Stationery feature. Stationery means colorful, predesigned mail templates that you make your own by dragging in photos from your own collection. Those fancy fonts and graphics will certainly get people’s attention when they open the message.

To make a stylized message with Mail Stationery:

  1. Create a new message.

    Click File→New Message, press ⌘-N, or click the New Message button on the Mail window toolbar. The choice is up to you.

  2. On the right side of the toolbar on the New Message window, click Show Stationery.

    A panel opens up, showing you all the available templates, in categories like “Birthday” and “Announcements.”

  3. Click a category, and then click a stationery thumbnail image to apply it to your message.

    The body of your message changes to take on the look of the template.

  4. If you like what you see, click the Hide Stationery button on the toolbar to fold up the stationery-picker panel.

    Now, without question, Apple’s canned stationery looks fantastic. The only problem is, the photos that adorn most of the templates are pictures of somebody else’s family and friends. Unless you work for Apple’s modeling agency, you probably have no clue who they are.

    Fortunately, it’s easy enough to replace those placeholder photos with your own snaps.

  5. Add and adjust pictures.

    Click the Photo Browser icon on the message toolbar to open up a palette that lists all the photos you’ve stored in iPhoto, Aperture, and Photo Booth (Figure 19-9).

    Now you can drag your own pictures directly onto Apple’s dummy photos on the stationery template. They replace the sunny models.

    To resize a photo in the template, double-click it. A slider appears that lets you adjust the photo’s size within the message. Drag the mouse around the photo window to reposition the picture relative to its frame.

  6. Select the fake text and type in what you really want to say.

    Unless you’re writing to your Latin students, of course, in which case “Duis nonsequ ismodol oreetuer iril dolore facidunt” might be perfectly appropriate.

    In any case, as you type over the dummy text, your words are autoformatted to match the template design.

Once you’ve got that message looking the way you want it, address it just as you would any other piece of mail, and then click the Send button to get it on its way.

If you decide that the message would be better off as plain old text, click Show Stationery on the message window. In the list of template categories, click Stationery and then Original to strip the color and formats out of the message.

Mail puts all incoming email into your Inbox; the statistic after the word Inbox lets you know how many messages you haven’t yet read. New messages are also marked with light-blue dots in the main list.

Click the Inbox folder to see a list of received messages. If it’s a long list, press Control-Page Up and Control-Page Down to scroll. (Page Up and Page Down without the Control key scrolls the Preview pane instead.)

Click the name of a message once to read it in the Preview pane, or double-click a message to open it into a separate window. (If a message is already selected, pressing Return or Enter also opens its separate window.)

Once you’ve viewed a message, you can respond to it, delete it, print it, file it, and so on. The following pages should get you started.

Threading is one of the most useful mail-sorting methods to come along in a long time. When threading is turned on, Mail groups emails with the same subject (like “Raccoons” and “Re: Raccoons”) as a single item in the main mail list.

To turn on threading, choose View→Organize by Thread. If several messages have the same subject, they all turn light blue to indicate their membership in a thread (Figure 19-10).

Here are some powerful ways to use threading:

When you choose the Message→Add Sender to Address Book command, Mail memorizes the email address of the person whose message is on the screen. In fact, you can highlight a huge number of messages and add all the senders simultaneously using this technique.

Thereafter, you’ll be able to write new messages to somebody just by typing the first few letters of her name or email address.

Just as you can attach files to a message, so people often send files to you. Sometimes they don’t even bother to type a message; you wind up receiving an empty email message with a file or two attached. Only the presence of the file’s icon in the message body tells you there’s something attached.

Mail doesn’t store downloaded files as normal file icons on your hard drive. They’re actually encoded right into the .mbox mailbox databases described on Archiving Mailboxes. To extract an attached file from this mass of software, you must proceed in one of these ways:

To answer a message, click the Reply button on the message toolbar (or choose Message→Reply, or press ⌘-R). If the message was originally addressed to multiple recipients, you can send your reply to everyone simultaneously by clicking Reply All instead.

A new message window opens, already addressed. As a courtesy to your correspondent, Mail places the original message at the bottom of the window, set off by a vertical bar, as shown in Figure 19-11.

At this point, you can add or delete recipients, edit the Subject line or the original message, attach a file, and so on.

When you’re finished, click Send. (If you click Reply All in the message window now, your message goes to everyone who received the original note, even if you began the reply process by clicking Reply. Mac OS X, in other words, gives you a second chance to address your reply to everyone.)

A redirected message is similar to a forwarded message, with one useful difference: When you forward a message, your recipient sees that it came from you. When you redirect it, your recipient sees the original writer’s name as the sender. In other words, a redirected message uses you as a low-profile relay station between two other people.

Treasure this feature. Plenty of email programs, including Outlook and Outlook Express for Windows, don’t offer a Redirect command at all. You can use it to transfer messages from one of your own accounts to another, or to pass along a message that came to you by mistake.

To redirect a message, choose Message→Redirect, or press Shift-⌘-E. You get an outgoing copy of the message—this time without any quoting marks. (You can edit redirected messages before you send them, too, which is perfect for April Fools’ Day pranks.)

Mail lets you create new mailboxes in the Mailboxes pane. You might create one for important messages, another for order confirmations from Web shopping, still another for friends and family, and so on. You can even create mailboxes inside these mailboxes, a feature beloved by the hopelessly organized.

Mail even offers smart mailboxes—self-updating folders that show you all your mail from your boss, for example, or every message with “mortgage” in its subject. It’s the same idea as smart folders in the Finder or smart playlists in iTunes: folders whose contents are based around criteria you specify (Figure 19-12).

The commands you need are all in the Mailbox menu. For example, to create a new mailbox folder, choose Mailbox→New Mailbox, or click the button at the bottom of the Mailboxes column. To create a smart mailbox, choose Mailbox→New Smart Mailbox.

Mail asks you to name the new mailbox. If you have more than one email account, you can specify which one will contain the new folder. (Smart mailboxes, however, always sit outside your other mailboxes.)

When you click OK, a new icon appears in the mailbox column, ready for use.

You can move a message (or group of messages) into a mailbox folder in any of three ways:

Of course, the only way to change the contents of a smart mailbox is to change the criteria it uses to populate itself. To do so, double-click the smart mailbox icon and use the dialog box that appears.

Sometimes you’ll receive email that prompts you to some sort of action, but you may not have the time (or the fortitude) to face the task at the moment. (“Hi there… it’s me, your accountant. Would you mind rounding up your expenses for 1999 through 2009 and sending me a list by email?”)

That’s why Mail lets you flag a message, summoning a little flag icon in a new column next to a message’s name. These indicators can mean anything you like—they simply call attention to certain messages. You can sort your mail list so that all your flagged messages are listed first; click the flag at the top of the column heading.

To flag a message in this way, select the message (or several messages) and then choose Message→Mark→As Flagged, or press Option-⌘-L, or Control-click (right-click) the message’s name in the list and, from the shortcut menu, choose Mark→As Flagged. (To clear the flags, repeat the procedure, but use the Mark→As Unflagged command instead.)

When you deal with masses of email, you may come to rely on Mail’s dedicated searching tools. They’re fast and convenient, and when you’re done with them, you can go right back to browsing your Message list as it was.

The box in the upper-right corner of the main mail window is Mail’s own private Spotlight. You can use it to hide all but certain messages, as shown in Figure 19-13.

In Snow Leopard, this search box is powerful indeed. For example:

Sometimes it’s junk mail. Sometimes you’re just done with it. Either way, it’s a snap to delete a selected message, several selected messages, or a message that’s currently before you on the screen. You can press the Delete key, click the Delete button on the toolbar, choose Edit→Delete, or drag messages out of the list window and into your Trash mailbox—or even onto the Dock’s Trash icon.

All these commands move the messages to the Trash folder. If you like, you can then click its icon to view a list of the messages you’ve deleted. You can even rescue messages by dragging them back into another mailbox (back to the Inbox, for example).

Mail offers a second—and very unusual—method of deleting messages that doesn’t involve the Trash folder at all. Using this method, pressing the Delete key (or clicking the Delete toolbar button) simply hides the selected message in the list. Hidden messages remain hidden, but don’t go away for good until you use the Rebuild Mailbox command described in the box on Rebuilding Your Mail Databases.

If this arrangement sounds useful, choose Mail→Preferences; click Accounts and select the account from the list on the left; click Mailbox Behaviors; and then turn off the checkbox called “Move deleted messages to a separate folder” or “Move deleted messages to the Trash mailbox.” (The checkbox’s wording depends on what kind of account you have.) From now on, messages you delete vanish from the list.

They’re not really gone, however. You can bring them back, at least in ghostly form, by choosing View→Show Deleted Messages (or pressing ⌘-L). Figure 19-15 shows the idea.

Using this system, in other words, you never truly delete messages; you just hide them.

At first, you might be concerned about the disk space and database size involved in keeping your old messages around forever like this. Truth is that Mac OS X is perfectly capable of maintaining many thousands of messages in its mailbox databases—and with the sizes of hard drives nowadays, a few thousand messages aren’t likely to make much of a dent.

Meanwhile, there’s a huge benefit to this arrangement. At some point, almost everyone wishes they could resurrect a deleted message—maybe months later, maybe years later. Using the hidden-deleted-message system, your old messages are always around for reference. (The downside to this system, of course, is that SEC investigators can use it to find incriminating mail that you thought you’d deleted.)

When you do want to purge these messages for good, you can always return to the Special Mailboxes dialog box and turn the “Move deleted mail to a separate folder” checkbox back on.

Time Machine (Chapter 6) keeps a watchful eye on your Mac and backs up its data regularly—including your email. If you ever delete a message by accident or otherwise make a mess of your email stash, you can duck into Time Machine right from within Mail.

But not everybody wants to use Time Machine, for personal reasons—lack of a second hard drive, aversion to software named after H. G. Wells novels, whatever.

Yet having a backup of your email is critically important. Think of all the precious mail you’d hate to lose: business correspondence, electronic receipts, baby’s first message. Fortunately, there’s a second good way to back up your email—archive it, like this:

Once you know how to create folders, the next step in managing your email is to set up a series of message rules (filters) that file, answer, or delete incoming messages automatically based on their contents (such as their subject, address, and/or size). Message rules require you to think like the distant relative of a programmer, but the mental effort can reward you many times over. Message rules turn Mail into a surprisingly smart and efficient secretary.

Here’s how to set up a message rule:

  1. Choose Mail→Preferences. Click the Rules icon.

    The Rules pane appears, as shown at top in Figure 19-16.

  2. Click Add Rule.

    Now the dialog box shown at bottom in Figure 19-16 appears.

  3. Use the criteria options (at the top) to specify how Mail should select messages to process.

    For example, if you’d like the program to watch out for messages from a particular person, you would set up the first two pop-up menus to say “From” and “Contains,” respectively.

    To flag messages containing loan, $$$$, XXXX, !!!!, and so on, set the pop-up menus to say “Subject” and “Contains.”

    You can set up multiple criteria here to flag messages whose subjects contain any one of those common spam triggers. (If you change the “any” pop-up menu to say “all,” then all the criteria must be true for the rule to kick in.)

  4. Specify which words or people you want the message rule to watch for.

    In the text box to the right of the two pop-up menus, type the word, address, name, or phrase you want Mail to watch for—a person’s name, or $$$$, in the previous examples.

  5. In the lower half of the box, specify what you want to happen to messages that match the criteria.

    If, in steps 1 and 2, you’ve told your rule to watch for junk mail containing $$$$ in the Subject line, here’s where you can tell Mail to delete it or move it into, say, a Junk folder.

    With a little imagination, you’ll see how the options in this pop-up menu can do absolutely amazing things with your incoming email. Mail can colorize, delete, move, redirect, or forward messages—or even play a sound when you get a certain message.

    By setting up the controls as shown in Figure 19-16, for example, you’ll have specified that whenever your mother () sends something to your Gmail account, you’ll hear a specific alert noise as the email is redirected to a different email account, .

  6. In the very top box, name your mail rule. Click OK.

    Now you’re back to the Rules pane (Figure 19-16, top). Here you can choose a sequence for the rules you’ve created by dragging them up and down. Here, too, you can turn off the ones you won’t be needing at the moment, but may use again one day.

Spam, the junk that now makes up more than 80 percent of email, is a problem that’s only getting worse. Luckily, you, along with Mail’s advanced spam filters, can make it better—at least for your email accounts.

You’ll see the effects of Mail’s spam filter the first time you check your mail: A certain swath of message titles appears in color. These are the messages that Mail considers junk.

During your first couple of weeks with Mail, your job is to supervise Mail’s work. That is, if you get spam that Mail misses, click the message, and then click the Junk button at the top of its window, or the Junk icon on the toolbar. On the other hand, if Mail flags legitimate mail as spam, slap it gently on the wrist by clicking the Not Junk button. Over time, Mail gets better and better at filtering your mail; it even does surprisingly well against the new breed of image-only spam.

The trouble with this so-called Training mode is that you’re still left with the task of trashing the spam yourself, saving you no time whatsoever.

Once Mail has perfected its filtering skills to your satisfaction, though, open Mail’s preferences, click Junk Mail, and click “Move it to the Junk mailbox.” From now on, Mail automatically files what it deems junk into a Junk mailbox, where it’s much easier to scan and delete the messages en masse.

The Junk filter goes a long way toward cleaning out the spam from your mail collection—but it doesn’t catch everything. If you’re overrun by spam, here are some other steps you can take:

Here are some suggestions for avoiding spammers’ lists in the first place:

And for goodness’ sake, don’t order anything sold by the spammers. If only one person in 500,000 does so, the spammer makes money.

Mail gets more than mail. It also helps you keep yourself up to date with the world outside—and within your own little corner of it.

For example, the ability to subscribe to those constantly updating news summaries known as RSS feeds has saved a lot of people a lot of time over the years. After all, why waste precious minutes looking for the news when you can make the news find you?

With Mail, you don’t even have to waste the seconds switching from your Inbox to your browser or dedicated RSS program to get a fresh dose of headlines. They can appear right in the main Mail window. You don’t even have to switch programs to find out which political candidate shot his foot off while it was still in his mouth.

In fact, if you find it too exhausting to click the RSS icon in the Mailboxes list, you can choose instead to have all your RSS updates land right in your Inbox along with all your other messages.

With just a few clicks, you can bring the news of the world right in with the rest of your mail. Choose File→Add RSS Feeds, and then proceed as shown in Figure 19-17.

If you want the RSS headlines to appear in your Inbox like regular email messages, turn on “Show in Inbox.” Finally, once you’ve chosen the feeds you want to see, click Add. Your feeds now appear wherever you told them to go: either the Inbox or the Mailboxes column.

Now, in the RSS category of your Mailboxes list, the names of your RSS feeds show up; the number in the small gray circle tells you how many unread headlines are in the list. If a feed headline intrigues you enough to want more information, click “Read More…” to do just that. Safari pops up and whisks you away to the Web site that sent out the feed in the first place.

Now that you’ve got your feeds in Mail, you may want to fiddle around with them.

Let’s face it: No operating system is complete without Notes. You have to have a place for little reminders, phone numbers, phone messages, Web addresses, brainstorms, shopping-list hints—anything that’s worth writing down, but too tiny to justify heaving a whole word processor onto its feet.

The silly thing is how many people create reminders for themselves by sending themselves an email message.

That system works, but it’s a bit inelegant. Fortunately, Mac OS X has a dedicated Notes feature. As a bonus, it syncs automatically to the Notes folder of your iPhone’s mail program, or to other computers, as long as you have an IMAP-style email account (see the box on POP, IMAP, Exchange, and Web-based Mail).

Notes look like actual yellow notepaper with ruled lines, but you can style ’em, save ’em, and even send ’em to your friends. You can type into them, paste into them, and attach pictures to them. And unlike loose scraps of paper or email messages to yourself that may get lost in your mailbox, Notes stay obediently tucked in the Reminders section of the Mailboxes list so you can always find them when you need them.

To create a Note, click the Note button on the Mail toolbar. You can also choose File→New Note or press Control-⌘-N to pop up a fresh piece of onscreen paper.

Once you have your Note, type your text and click the Fonts and Colors buttons at the top of the window to style it. To insert a picture, click the Attach button, and then find the photo or graphic on your Mac you want to use. Figure 19-18 shows an example.

When you’re finished with your Note, click Done to save it. When you look for it in the Reminders category of the Mailboxes list, you’ll see that Mail used the first line of the Note as its subject.

To delete a Note for good, select it and press the Delete key.

If you’ve worked hard on this little Note and want to share it, double-click it to open the Note into a new window. Click the Send button on its toolbar. Mail puts the whole thing into a new Mail message—complete with yellow-paper background—so your pal can see how seriously (and stylishly) you take the whole concept of “Note to self.”

You’ve got all this mail piling up with all sorts of things to remember: dinner dates, meeting times, project deadlines, car-service appointments. Wouldn’t it be great if you didn’t have to remember to look through your mailbox to find out what you’re supposed to be doing that day?

It would, and it is, thanks to Mail’s To Do feature. And the best part is that Mail accesses the same To Do list as iCal. The same task list shows up in both programs.

You can use To Dos in several different ways. For example, when you get an email message that requires further action (“I need the photos for the condo association newsletter by Friday”), highlight the important part of the text. Then do any of these things:

In each case, Mail pops a copy of the selected text into a yellow strip of note-style paper at the top of the message, as shown in Figure 19-19.

That task is also listed in the Reminders area of the Mailboxes list. If you need to see all the tasks that await you from all your mail accounts, click the flippy triangle to have it spin open and reveal your chores. The number in the gray circle indicates how many To Do items you still need to do.

When you click the To Do area of the Mailboxes list, all your tasks are listed in the center of the Mail window. Click the gray arrow after each To Do subject line to jump back to the original message it came from.

Seeing your To Do items in Mail is great—when you’re working in Mail. Getting them into iCal is even better, though, because you can see the big picture of an entire day, week, or month. Mail and iCal share the exact same To Do list. Create a To Do in one program, and it shows up instantly in the other one.

Tip

You can even set the due date and priority of a task from within Mail. Those controls are in the To Do Options balloon (Figure 19-19). Open this balloon by Control-clicking the task and choosing Edit To Do, or just click the large arrow button that appears to the left of a To Do banner in an email message window. Later, in iCal, if you double-click a To Do item and then click “Show in Mail,” you get whisked back to the original message, sitting right there in Mail.

Address Book is Mac OS X’s little-black-book program—an electronic Rolodex where you can stash the names, job titles, addresses, phone numbers, email addresses, and Internet chat screen names of all the people in your life (Figure 19-20). Address Book can also hold related information, like birthdays, anniversaries, and any other tidbits of personal data you’d like to keep at your fingertips.

Once you make Address Book the central repository of all your personal contact information, you can call up this information in a number of convenient ways:

You can find Address Book in your Applications folder or in the Dock.

Each entry in Address Book is called a card—like a paper Rolodex card, with predefined spaces to hold all the standard contact information.

To add a new person, choose File→New Card, press ⌘-N, or click the button beneath the Name column. Then type in the contact information, pressing the Tab key to move from field to field, as shown in Figure 19-21.

Each card also contains a free-form Notes field at the bottom, where you can type any other random crumbs of information you’d like to store about the person (pet’s name, embarrassing nicknames, favorite Chinese restaurant, and so on).

The easiest way to add people to Address Book is to import them from another program like Entourage, Outlook Express, or Palm Desktop.

Address Book isn’t smart enough to read an Entourage or Outlook Express database—it can only import files in vCard format, the less common LDIF format, or tab-separated or comma-separated database files (described next).

It’s a fine art, this importing business; all kinds of things can go wrong. The fields (like Name, Street, Phone) may not be in the right order. Tab-separated export files may not have the right number of empty fields. And so on.

For best results, choose Address Book→Help, and search for “Importing contacts from other applications.” The resulting page gives special tips for each kind of export/ import file format.

A group is a collection of related address cards, saved under a single descriptive name (visible in Figure 19-20).

Organizing your contacts into groups can make them much easier to find and use—especially when your database of addresses climbs into the hundreds. For example, if you regularly send out a family newsletter to 35 relatives, you might gather the address cards of all your assorted siblings, cousins, nieces, nephews, uncles, and aunts into a single group called Family. When addressing an outgoing message using Mail, you can type this group name to reach all your kin at once. A person can be a member of as many different groups as you want.

To create a group, click the button at the bottom of the Group column in the Address Book window, or choose File→New Group (Shift-⌘-N.) Type a name for the newly spawned group icon in the Group column, and then populate it with address cards by dragging entries from the Name list into the group. Clicking a group name automatically locates and displays (in the Names column) all the names that are part of that group—and hides any that aren’t.

To take someone out of a group, first click the group name, and then click the person’s name in the Name column and press the Delete key. If you want to remove the person from Address Book itself, click Delete in the resulting dialog box. Otherwise, just click “Remove from Group” or press Return. Address Book keeps the card but removes it from the currently selected group.

You can dress up each Address Book entry with a photo. Whenever you’re editing somebody’s address book card, drag a digital photo—preferably 64 pixels square, or a multiple of it—onto the empty headshot square; the image shows up. Or double-click the picture well; now you can either browse to a picture on your hard drive by clicking Choose, or, if this person is with you, take a new photo by clicking the camera icon. (Don’t miss the swirly button next to it, which lets you apply nutty Photo Boothish effects.) At that point, you can enlarge, reposition, and crop the new photo.)

You don’t necessarily have to use a photo, of course. You could add any graphic that you want to represent someone, even if it’s a Bart Simpson face or a skull and cross-bones. You can use any standard image file in an address card—a JPEG, GIF, PNG, TIFF, or even a PDF.

From now on, if you receive an email from that person, the photo shows up right in the email message.

You can search for an Address Book entry inside the currently selected group by typing a few letters of a name (or address, or any other snippet of contact information) in the Search box (Figure 19-23). To search all your contacts instead of just the current group, click All in the Group list.

If Address Book finds more than one matching card, use the ↓ and ↑ keys, or Return and Shift-Return, to navigate through them.

Once you’ve found the card you’re looking for, you can perform some interesting stunts. If you click the label of a phone number (“home” or “office,” for example), you see the Large Type option: Address Book displays the number in an absurdly gigantic font that fills the entire width of your screen, making it possible to read the number as you dial from across the room. You can also click the label of an email address to create a preaddressed email message, or click a home page to launch your Web browser and go to somebody’s site.

You can also copy and paste (or drag) address card info into another program or convert it into a Sticky Note.

When you choose File→Print and click the to expand the Print box, the Style popup menu offers four ways to print whatever addresses are selected at the moment:

As you fiddle with the options presented here, you get to see a miniature preview, right in the dialog box, that shows what you’re going to get.

No matter which mode you choose, the only cards that print are the ones that were selected when you chose File→Print. If you want to print all your cards, therefore, click All in the Group column before you print.