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TidBITS Publishing Inc.
Take Control of
v1.1
Apple Mail
in
Mountain
Lion
$15
Joe Kissell
Help Catalog Feedback
Blog Click here to buy the full 146-page “Take Control of Apple Mail in Mountain Lion” for only $15!
Table of Contents
Read Me First
Updates and More .....................................................................5
Basics .....................................................................................6
What’s New in Version 1.1 ..........................................................8
What Was New in Version 1.0 .....................................................9
Introduction
Quick Start to Controlling Apple Mail
Learn What’s New in Mountain Lion Mail
Learn about Email Protocols
POP .......................................................................................13
IMAP .....................................................................................14
Switching from POP to IMAP .....................................................15
iCloud ....................................................................................16
SMTP .....................................................................................17
Exchange ...............................................................................17
Set Up Your Accounts
Use IMAP with Gmail................................................................20
Account Setup Tips ..................................................................29
Read Incoming Messages
Check Your Email.....................................................................31
Understand and Customize the Interface ....................................32
Follow Conversations ...............................................................39
Work with VIPs .......................................................................45
Manage Incoming Message Formats ...........................................46
Use Data Detectors .................................................................48
Work with Message Flags ..........................................................50
File and Organize Messages ......................................................51
Deal with Incoming Attachments ...............................................54
Manage Notifications ................................................................58
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Stop Spam .............................................................................61
Address Addressing
Put Addresses in Contacts ........................................................65
Address an Email Message ........................................................65
LDAP Server ...........................................................................68
Access Hidden Address Fields ....................................................68
Address Messages to Groups.....................................................69
Handle Previous Recipients .......................................................70
Choose an Account or Address to Send From...............................72
Compose and Send Messages
Handle Message Formatting ......................................................75
Personalize Email with Signatures ..............................................78
Set Message Priority ................................................................80
Work with Outgoing Attachments ..............................................81
Reply to Messages ...................................................................86
Forward Messages as Attachments.............................................88
Use Mail Stationery..................................................................88
Sign and Encrypt Messages
Learn When and Why to Sign or Encrypt Messages ......................91
Understand S/MIME Basics .......................................................94
Get a Personal Certificate .........................................................97
Sign or Encrypt a Message........................................................98
Read Signed or Encrypted Mail.................................................100
Manage Your Mailboxes
Mailbox Basics.......................................................................103
Special Mailboxes ..................................................................103
Create a New Mailbox.............................................................107
Arrange, Hide, and Show Mailboxes .........................................108
Find Your Messages
Perform a Basic Search ..........................................................109
Search for a Phrase ...............................................................113
Use Boolean Expressions ........................................................114
Search By Date Range............................................................114
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Search within the Current Message ..........................................115
Work Smarter with Smart Mailboxes.........................................115
Automate Mail with Rules
Create a Rule ........................................................................119
Use Multiple Conditions and Actions .........................................121
Rule Examples ......................................................................121
Running Rules on Command....................................................122
Fix Mail Problems
Fix Incoming Mail Problems.....................................................125
Fix Outgoing Mail (SMTP) Problems ..........................................128
Fix Mailbox Problems .............................................................135
Fix Searching Errors ..............................................................136
Back Up and Restore Your Email
Back Up and Restore with Time Machine ...................................138
Use Another Backup Program ..................................................139
Do a Cloud-to-Cloud Backup ...................................................140
Export a Mailbox....................................................................140
About This Book
Ebook Extras.........................................................................142
About the Author ...................................................................143
Shameless Plug .....................................................................143
About the Publisher................................................................144
Copyright and Fine Print
Featured Titles
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Read Me First
Welcome to Take Control of Apple Mail in Mountain Lion, version
1.1, published in August 2012 by TidBITS Publishing Inc. This book
was written by Joe Kissell and edited by Michael E. Cohen.
Mail, Apple’s full-featured email application, is the most popular
way for Mac OS X users to send and receive email. This book helps
you get more out of Mail by explaining its most important features,
providing useful tips, and solving problems.
If you want to share this ebook with a friend, we ask that you do
so as you would with a physical book: “lend” it for a quick look,
but ask your friend to buy a copy for careful reading or reference.
Discounted classroom and Mac user group copies are available.
Copyright © 2012, Joe Kissell. All rights reserved.
Updates and More
You can access extras related to this book on the Web (use the link
in Ebook Extras, near the end; it’s available only to purchasers). On
the ebook’s Take Control Extras page, you can:
• Download any available new version of the ebook for free, or buy
any subsequent edition at a discount.
• Download various formats, including PDF, EPUB, and—usually—
Mobipocket. (Learn about reading this ebook on handheld devices
at http://www.takecontrolbooks.com/device-advice.)
• Read postings to the ebook’s blog. These may include new tips or
information, as well as links to author interviews. At the top of the
blog, you can also see any update plans for the ebook.
If you bought this ebook from the Take Control Web site, it has been
added to your account, where you can download it in other formats
and access any future updates. However, if you bought this ebook
elsewhere, you can add it to your account manually; see Ebook Extras.
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Basics
Here are a few rules of the road that will help you read this ebook:
• Menus: Where I describe choosing a command from a menu in
the menu bar, I use an abbreviated description. For example, the
abbreviated description for the menu command that creates a new
message in Mail is “File > New Message.”
• Links: All blue text in this ebook is hot, meaning you can click
(or tap) it, just like a link on the Web. If you click a link to switch
to a different part of the ebook, you can return quickly to where
you were if your ebook reader offers a “back” feature. For example,
if you use iBooks in iOS to read the EPUB version of this ebook,
you can tap the “Back to” link at the lower left of the screen (you
may have to tap the screen once to activate the navigation controls).
Or, if you use Preview on the Mac to read the PDF version of this
ebook, you can choose Go > Back (or press Command-[ ).
• Right-clicking (Control-clicking): Some actions in Mail are
accomplished by pointing at an item, performing a secondary click
(or tap) on your mouse, trackball, or trackpad, and then choosing
a command from a contextual pop-up menu. The original (and still
functional) way to perform a secondary click on a Mac is to hold
down the Control key while clicking—that is, to Control-click. A
multi-button input device (including an Apple Magic Mouse or
Mighty Mouse) can be configured so that pressing on one side
(or button) produces a standard click and pressing on the other
produces a secondary click. Similarly, the Magic Trackpad and the
built-in trackpads on Apple laptops can be configured to produce
a secondary click in various ways, such as double-tapping.
In this book, I say “right-click (Control-click),” by which I mean
“do whatever you have to do to display the contextual menu.” If you
prefer a different method and your input device supports it, feel free
to display the contextual menu in the way that seems best to you.
• Multiple ways to perform a command: You can perform
many commands in Mail in more than one way—for example,
using a toolbar button, a menu command, or a keyboard shortcut.
In this book, for the sake of brevity, I mention only one way to
perform each command. In general, I describe the most obvious
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way of doing things—toolbar buttons are easier to find than menu
commands (as long as they’re in their default locations), and menu
commands are more obvious than keyboard shortcuts—but choose
whichever approach suits you best.
• Customizing keyboard shortcuts: If a menu command doesn’t
have a keyboard shortcut listed, note that you can add your own
shortcut in the Keyboard Shortcuts view of the Keyboard & Mouse
pane of System Preferences (see File and Organize Messages).
• Customizing toolbars: You can customize the toolbars for Mail’s
various windows to your liking (adding, rearranging, or moving
controls) by right-clicking (Control-clicking) on a toolbar and
choosing Customize Toolbar from the contextual menu.
• System Preferences: I sometimes discuss settings in System
Preferences that you may want to adjust. To open System
Preferences, click its icon in the Dock or choose Apple > System
Preferences. When the System Preferences window opens, click the
icon of the pane whose settings you want to adjust. I refer to these
panes using a shortcut such as “open the iCloud pane of System
Preferences.”
• Application preferences: I sometimes refer to preferences
in an application that you may want to adjust. Don’t confuse an
application’s preferences with the system-wide settings found in
System Preferences. To access an application’s preferences, choose
Application Name > Preferences. For example, in Mail, you would
choose Mail > Preferences.
• Path syntax: This book occasionally uses a path to show the
location of a file or folder in your file system. For example, Mac
OS X stores most utilities, such as Terminal, in the Utilities folder.
The path to Terminal is: /Applications/Utilities/Terminal.
The slash at the beginning of the path tells you to start from the root
level of the disk. You will also see paths that begin with ~ (tilde),
which is a shortcut for the user’s home directory. For example, if a
person with the username joe wants to install fonts that only he can
access, he would install the fonts in his ~/Library/Fonts folder,
which is just another way of writing /Users/joe/Library/Fonts.
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• User Library: The library folder mentioned in the previous
paragraph, ~/Library, is normally invisible in Mountain Lion. To see
it, hold down the Option key and choose Go > Library in the Finder.
• Big cats: I frequently mention features specific to a particular
version of Mac OS X, which Apple usually refers to by their “big cat”
code names:
‣ Mountain Lion: 10.8
‣ Lion: 10.7
‣ Snow Leopard: 10.6
‣ Leopard: 10.5
To find out which version of Mac OS X your Mac is running, choose
Apple > About This Mac.
What’s New in Version 1.1
This minor update addresses a few issues in Mail that came to light
in the weeks immediately after Mountain Lion’s release. I changed the
following:
• Added a sidebar Run Unsupported Plug-ins, which is also
referenced in the discussion of MailFollowUp in the sidebar Follow
Up on a Message You Sent
• Updated the sidebar Where Attachments Live and How to Delete
Them to correct the location of the Mail Downloads folder in
Mountain Lion
• In Choose an Account or Address to Send From, added a link to
a TidBITS article discussing differences in the way Mountain Lion
Mail chooses a From account, as well as a Perturbed Replies sidebar
• Removed obsolete disclaimers about the availability of Mountain
Lion-compatible versions of several plug-ins (QuoteFix, Mail ActOn, MsgFiler, and MailHub)
• Included a sidebar AppleScripts and Mail explaining where
AppleScripts must now be located to run as actions in Mail rules
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What Was New in Version 1.0
In this revised edition, I covered all the new features found in the
Mountain Lion version of Mail (6.x). You can see a list of those features
in Learn What’s New in Mountain Lion Mail. I also removed the
discussion of features that no longer exist, and changed various terms
to match Apple’s new usage in Mountain Lion—for example, Contacts
is the new name for the app formerly known as Address Book, and
Calendar is what we now call iCal. Other than Mountain Lion-related
changes, however, I added no substantive new content since Take
Control of Apple Mail in Lion.
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Introduction
Every time Apple updates OS X to a major new version, one of the
first things I do is open Mail and choose Help > What’s New in Mail?
to find out what features have changed since the last big release. This
time, for Mail version 6.x in OS X 10.8 Mountain Lion, that window
shows just three changes: VIP senders, notifications for new messages,
and sharing Web pages in different formats. My initial reaction was,
“Wow, that’s not much of a change.” But then, as I began poking
around, my reaction changed to, “Hey, wait a minute—why didn’t
Apple mention this…and this and this?” I quickly found several other
important differences from the Lion version of Mail.
This has been Apple’s way for years: Change things but don’t mention
what has changed or why. Add features, remove features, make things
work differently—but don’t publish release notes or call attention to
changes, even if it means confusing users who have been used to doing
something a certain way for a very long time. I realize Apple is trying to
put a veneer of simplicity on their products, but in my opinion, giving
users more information is better than making them guess.
In fact, it’s not just new features that leave users guessing. Lots of the
ways Mail has worked for the past decade have been far from obvious,
with explanations in Mail’s built-in help or on Apple’s Web site being
either inadequate or absent. Mail is an outstandingly powerful tool, but
too many of its capabilities are left undocumented—either you stumble
across them or you don’t.
Email is crucial to my work and personal life, and my feeling is that
I can’t afford to have anything less than a complete grip on the tool I
use to manage it. Since Apple didn’t provide the instructions I needed,
I spent lots of time figuring out how things worked and wrote my own
instruction manual! That’s the book you’re now reading. It explains
all the important things I’ve wondered how to do in Mail. I hope you’ll
find it both helpful and interesting.
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Quick Start to Controlling
Apple Mail
You can read this book in any order you wish, though I recommend
reading the background information listed under “Manage Mail
setup” before proceeding with the rest of the book.
If you’re familiar with previous editions of this ebook, you may
prefer to start with What’s New in This Edition, a few pages earlier.
Manage Mail setup:
• Start on the right foot as you Learn What’s New in Mountain Lion
Mail and Learn about Email Protocols.
• Get Mail up and running in Set Up Your Accounts.
Read email:
• Get mail into your Inbox; then sort it, read it, and work with it. See
Read Incoming Messages.
Create email:
• Make sure your messages reach the right destinations by reading
Address Addressing.
• Get your message across with style (or even with plain text!). Read
Compose and Send Messages.
• Send private information safely. Read Sign and Encrypt Messages.
Get organized:
• Understand and use the organizational tools Mail provides. See
Manage Your Mailboxes.
• Find any message in a jiffy. See Find Your Messages.
• Let Mail sort and file your messages. See Automate Mail with Rules.
Make Mail work better:
• Having problems sending, receiving, or searching email? Find a
solution in Fix Mail Problems.
• Make sure you don’t lose your valuable email. Learn how to Back
Up and Restore Your Email.
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Learn What’s New
in Mountain Lion Mail
The Mountain Lion version of Mail (6.x) hasn’t changed dramatically
from the Lion version, but it does have several important differences:
• Easier account enabling/disabling: If you have multiple email
accounts, you can now turn individual accounts on or off with fewer
steps than previously required. See the sidebar Enable and Disable
Accounts.
• VIPs: Mail can now identify and draw your attention to messages
from the senders you consider most important. See Work with VIPs.
• Notifications: Besides optionally playing a sound when a message
arrives, Mail can now take advantage of Mountain Lion’s systemwide Notification Center. See Manage Notifications.
• Shared pages from Safari: The new Share feature in Safari lets
you send Web pages to Mail, where a pop-up menu lets you pick a
format. See Attaching Web Pages from Safari.
• Archive mailbox: Building on the Archive command added in
Lion, Mail in Mountain Lion treats a top-level Archive mailbox
as a “special” mailbox, including unifying Archive mailboxes from
multiple accounts. See Special Mailboxes.
• Inline find: When searching within the text of the current
message, Mail now uses an inline interface much like that of Safari.
See Search within the Current Message.
• No more notes: In Mountain Lion, the new stand-alone Notes
app is responsible for displaying and syncing notes, so that
capability has been removed from Mail. But don’t worry, your notes
are still safe—they’re just in a different location.
• No more RSS: The Mountain Lion version of Mail no longer
displays RSS feeds, so you’ll have to turn to any of numerous thirdparty RSS readers for this purpose.
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Learn about Email
Protocols
The word “protocol” may sound complicated, but it’s just a way
of describing how your email program talks to a mail server. If
you know a few basics about email protocols up front, you’ll have
an easier time understanding Mail’s interface and solving problems.
Although you may not be aware of it, most email accounts involve
two separate systems—one for receiving and another for sending—
and these often use entirely different servers. You probably use the
same username and password for each, but behind the scenes, each
account may function as two separate accounts:
• Your incoming account fetches email from your mail server
and delivers it to you using a mail delivery protocol—such as
POP (Post Office Protocol) or IMAP (Internet Message Access
Protocol). Just ahead, I explain more about POP and IMAP,
and I mention a few important points about iCloud accounts.
• Your outgoing account uses a mail transfer protocol called
SMTP (Simple Mail Transfer Protocol) to send email from your
machine to your mail server, and then (usually through a number
of intermediate steps) to the recipient’s mail server.
Microsoft Exchange accounts are a bit different. They act like IMAP
accounts in many ways, but use a single—and an entirely different—
protocol for receiving and sending mail, as well as calendar items,
contacts, and other information.
POP
A POP account works like this: First, your client (that is, your email
program) asks the server for the list of messages in your Inbox. Then,
depending on your client’s capabilities and settings, it downloads
either all the messages, the messages you select, or all messages under
a specified size, to your local device. Finally (and optionally), your
client instructs the server to delete its copy of some or all of the
messages. The server doesn’t keep track of whether a message has been
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Set Up Your Accounts
In Mail 6.x, account setup is as easy as it gets. In Mail’s Accounts
preference pane, click the plus
button at the bottom. Fill in your
name, email address, and password, and click Continue. (See the
sidebar just ahead for another way to set up accounts.)
Mail then attempts to figure out everything else it needs to know,
such as your account type (POP, IMAP, iCloud, or Exchange), the
names of your incoming and outgoing mail servers, and whether
to use SSL. This works surprisingly well for most email providers.
If Mail can’t figure out how to set up your account automatically,
it does the next best thing, which is to run an assistant that guides
you through entering your account details. As long as you have the
basic setup information that every email provider supplies to its
customers, you should be ready to go in under two minutes.
Rather than walk you through every step of this normally selfexplanatory process, I’d like to offer a few account setup tips,
beginning with special instructions for Gmail users and continuing
with some general Account Setup Tips.
Mail, Contacts & Calendars Preference Pane
Just as iOS has always had a single “Mail, Contacts, Calendars”
category in the Settings app, OS X has a central location where
you can set up accounts for email, contact, and calendar services—
you guessed it, the Mail, Contacts & Calendars pane of System
Preferences. This is a logical approach, since many online services
(including iCloud, Gmail, and Exchange servers) use a single set
of credentials for all three types of data.
You can still set up email accounts from within Mail; when you do,
they appear in the Mail, Contacts & Calendars preference pane too.
The reverse is also true, so feel free to go to either place to set up
your email accounts.
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Read Incoming Messages
No email-related task is more basic than reading messages that
other people send you. In this chapter, I get you going with the
basics and cover what I consider to be the most essential aspects
of reading your email. Later on, I look at advanced topics that
relate to reading messages, particularly Manage Your Mailboxes,
Find Your Messages, and Automate Mail with Rules.
Check Your Email
Before you can read your email, you must download it (or a portion
of it) into Mail so you can see it. By default, Mail checks your active
email accounts automatically when you launch the application and
every 5 minutes thereafter. You can also retrieve email manually or
change the automatic checking interval:
• To check mail manually, click the Get Mail
toolbar button.
• To change the automatic checking interval, open Mail’s General
preference pane and choose a new setting using the Check for New
Messages pop-up menu.
I recommend the default, Every 5 Minutes, for most people with
fast, always-on Internet connections. But if you get mail as often as
I do, you might want to turn off the alert sound that plays when new
mail arrives to avoid having frequent interruptions. To do this, go
to Mail’s General preference pane and choose None from the New
Messages Sound pop-up menu. For information on managing other
kinds of alerts, see Manage Notifications, later in this chapter.
Although you can’t adjust the frequency of checking for an individual
account, you can exempt an account from automatic checking. To
do this, open Mail’s Accounts preference pane, select the account,
and go to the Advanced view. Uncheck the box labeled Include When
Automatically Checking for New Messages, close the window, and save
your changes when prompted. Mail then retrieves messages from that
account only when you check your mail manually or when another
action, such as sending mail, triggers an automatic check.
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Compose and Send
Messages
After you open a new message window and address the message
(covered just previously in Address Addressing), the rest should be
a matter of filling in the text and clicking Send, right? Well, it can
be…but you may want to know about some additional topics. Feel
free to read these in any order:
• “Handle Message Formatting,” below, discusses the use of plain
versus formatted text.
• Read Personalize Email with Signatures to understand Mail’s
Signature feature.
• To learn about assigning priority to outgoing messages, see Set
Message Priority.
• See Work with Outgoing Attachments if you want to send files to
other people.
• Flip ahead to Reply to Messages for information on special
options Mail provides when replying.
• Forward Messages as Attachments discusses a special way Mail
can forward messages.
• Read Use Mail Stationery to learn about Mail’s templates for
sending newsletters, announcements, and the like.
Handle Message Formatting
You can make sure that your messages arrive with the optimal
formatting for your recipients by considering whether to use plain text
or rich text, and by being aware of a few special formatting tips.
Decide on a Message Format
When composing a message, you can choose either of two formats:
• Plain text: Plain text includes text only, without fonts, styles, or
other formatting. Plain text is ideal when readability is paramount.
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Sign and Encrypt
Messages
Back in Personalize Email with Signatures, I explained how to
add a signature—text or graphics to the end of each message with
your contact information, a quote, or other content. But a message
can also have a digital signature, a (normally invisible) string of
characters that confirms to the recipient that the message truly
comes from the address it appears to come from, and that the
message contents haven’t been altered in transit.
In addition, Mail can encrypt messages, scrambling their contents
so that only someone with the necessary key (presumably, the
recipient) can view their contents and thereby ensuring private
communications.
In this chapter I discuss if and when you should use digital
signatures and encryption, how they work behind the scenes, and
how to go about signing and encrypting messages in Mail.
Learn When and Why to Sign or
Encrypt Messages
Let me start with the essential question of whether, or under what
circumstances, you should even think about signing or encrypting
messages. It’s not something everyone needs to do, and if you never
need to do it, you need not bother reading the rest of this chapter. But
the need could arise at some point—and even if you don’t need to sign
or encrypt, you may find that there are some benefits to doing so.
Most of us are accustomed to thinking of email as being private.
One person sends a message and someone else receives it; as long as
no one is looking over either person’s shoulder or snooping on their
computers when they’re not around, we presume that whatever was
in that message is known only to the sender and recipient.
Indeed, that’s how things work most of the time. But then, the
same thing is true of paper letters. Most of the time no one except
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Manage Your Mailboxes
Each account in Mail typically has several mailboxes—basically
folders for holding email—including Inbox, Drafts, Sent, Junk,
Trash, and Archive. You can also add your own mailboxes, and you
can organize them in various ways.
In this chapter, I explain the special mailboxes that Mail stores your
email in automatically and I tell you how to Create a New Mailbox
and how to Arrange, Hide, and Show Mailboxes.
Mailbox Basics
Your mailboxes appear in the sidebar, on the left of the main Viewer
window. (If the sidebar isn’t visible, choose View > Show Mailbox List
or press Command-Shift-M.)
If you have more than one account, Mail unifies all mailboxes of
a particular type under a single icon in the Mailboxes category in
the sidebar. For example, if you have three accounts, Mail displays
a single Inbox icon; select this icon to list the incoming messages for all
three accounts. If you click the triangle next to the Inbox icon, each
account appears individually; click any one of these icons to display the
contents of just that account’s Inbox.
Special Mailboxes
Six mailboxes that appear in most accounts—Inbox, Drafts, Sent, Junk,
Trash, and Archive—have distinctive icons and behave differently from
other mailboxes; I refer to these as “special” mailboxes (Figure 24).
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Find Your Messages
Spotlight automatically indexes all your messages for super-fast
searching, and you can search for them either within Mail or using
the system-wide Spotlight menu. But Mail isn’t limited to simple
text searches. With a flexible system of search tokens (which I
explain in a moment), Boolean searches, and other options, you
can find almost any message you can describe.
Save Your Email
Quite often, someone writes to ask me for some information that
I sent earlier—each time accompanied by the apology, “Sorry, I know
you sent it to me, but I deleted it.” When this happens, I shake my
head, sigh, and ask, “But why?”
I know many people have the habit of deleting email messages
as soon as they’ve read them. I applaud the tidiness such a habit
lends to one’s Inbox, and I recognize that in some cases this habit
originated because of limited disk space or online mail storage. But
look—it’s 2012. With modern tools, ultra-large hard drive sizes, highcapacity email accounts, and fast Spotlight searching, you can afford
to break this habit. Of course, you should feel free to delete spam
and other messages you know for certain you’ll never need, but when
in doubt, I suggest saving your messages.
Perform a Basic Search
To find an email message, begin by (optionally) selecting one or
more mailboxes in the sidebar in which you want to search. Then
start typing in the Search field in Mail’s toolbar. (To jump right to
the Search field, press Command-Option-F.) Mail begins displaying
results in the message list immediately—sometimes even before you
finish typing. To hide the results and return to the message list, click
the icon in the Search box.
Note: Searches in Mail are insensitive to case and encompass
accented characters. For example, searching for ipad will match iPad,
and searching for creme brulee will match Crème Brûlée.
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Automate Mail with Rules
Mail applies rules (sometimes called filters) automatically to
incoming messages. Among other things, rules can highlight
messages or move them to specific mailboxes based on criteria
like the name of the sender or the nature of the message content.
For example, you can sort messages from mailing lists into a
mailbox you check only when you have time, while highlighting
messages from your boss in a special color.
Because they are so powerful, rules are one of my favorite Mail
features. This chapter includes a quick primer on creating rules,
along with a few examples and tips.
Create a Rule
To create a basic rule, follow these steps:
1. Go to the Rules preference pane and click Add Rule.
A dialog appears showing the condition(s) the rule checks for and
the action(s) Mail takes if the conditions match.
2. Enter a name for the rule in the Description field.
3. Set a condition to check for: Start by choosing something from the
left-hand pop-up menu in this area; depending on what you choose,
you may now see a second pop-up menu, a text field, or both. Here
are some examples of a completed condition:
[From] [Contains] apple.com
[Subject] [Begins with] Take Control
[Date Sent] [Is Less Than] 3 days old
[Message Content] [Does not contain] Lion
4. From the provided pop-up menus, choose the action you want
the rule to perform on a message if (and only if) it matches the
condition you just specified. (Just ahead I explain how to handle
rules that include multiple actions.)
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Fix Mail Problems
As much as I love Mail, it does have its share of problems. Although
a complete troubleshooting guide to Mail could run hundreds of
pages, I’ve compiled solutions to some of the most common (and
egregious) problems in the pages ahead, including difficulties
receiving and sending mail, problems with damaged mailboxes,
and misbehaving Spotlight searches.
Fix Incoming Mail Problems
If Mail cannot download incoming messages, the cause may be
anything from an incorrect setting in Mail, to a server problem, to
a loss of Internet connectivity. Work through each of the following
sections until you resolve the problem.
Tip: To check on what Mail is doing behind the scenes, choose
Window > Activity Viewer. A small floating window appears,
displaying detail about each activity Mail is performing. To cancel
any task, click the red “Stop” button next to it.
Try Connection Doctor
To open Connection Doctor, choose Window > Connection Doctor.
In the Connection Doctor window, Mail lists every incoming and
outgoing email account you’ve configured—even those you’ve
temporarily disabled. It attempts to log in to each account, and if it
fails with any of them, it shows an explanation of why it failed. These
explanations aren’t always helpful, but they often give you a good
starting point in debugging problems, and are written in refreshingly
plain English. If the Connection Doctor window suggests a specific fix,
try that first. Otherwise, proceed with the following steps.
Username and Password Errors
If you enter your password in Mail’s Accounts preference pane, Mail
stores the password in your keychain (which is usually what you want).
If, for security reasons, you prefer for Mail to prompt you for your
password each time you connect, leave the Password field blank.
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Back Up and Restore
Your Email
A number of years ago, my computer suffered a severe hard drive
crash that wiped out years of saved email. At that time, I had not
yet switched to IMAP, and I backed up perhaps once a year, so most
of those messages were unrecoverable. The loss was devastating,
but the shame was worse: I knew better than to put all my data in
one basket, but I had done it anyway. I learned a valuable lesson,
and today I back up my email (along with the rest of my files)
religiously.
If you back up your email properly, you can recover from nearly
any disaster; if you don’t, your chances are slim. So please get in
the habit of backing up your email regularly.
In this chapter, I discuss several methods of backing up (and
restoring) email. I suggest that you read—or at least skim—the
entire chapter to identify the best methods for you.
Back Up and Restore with Time Machine
Time Machine is one of the easiest ways to back up and restore all your
data—including email. After attaching an external hard drive, you can
turn on Time Machine (and, if necessary, select which volume to use
and whether to exclude any files) in the Time Machine pane of System
Preferences. With Time Machine running, your data is automatically
backed up every hour, and you can go back to see how your Inbox (or
another mailbox) looked at many points in the past.
To restore messages or notes in Mail that Time Machine previously
backed up:
1. Navigate to any view in which the item you’re looking for should
appear—say, your Inbox or another mailbox.
Not so smart: Time Machine doesn’t let you select smart
mailboxes.
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About This Book
Thank you for purchasing this Take Control book. We hope you find
it both useful and enjoyable to read. We welcome your comments at
[email protected].
Ebook Extras
You can access extras related to this ebook on the Web. Once you’re
on the ebook’s Take Control Extras page, you can:
• Download any available new version of the ebook for free, or buy
a subsequent edition at a discount.
• Download various formats, including PDF, EPUB, and—usually—
Mobipocket. (Learn about reading this ebook on handheld devices
at http://www.takecontrolbooks.com/device-advice.)
• Read postings to the ebook’s blog. These may include new
information and tips, as well as links to author interviews. At the
top of the blog, you can also see any update plans for the ebook.
If you bought this ebook from the Take Control Web site, it has been
automatically added to your account, where you can download it in
other formats and access any future updates. However, if you bought
this ebook elsewhere, you can add it to your account manually:
• If you already have a Take Control account, log in to your account,
and then click the “access extras…” link above.
• If you don’t have a Take Control account, first make one by
following the directions that appear when you click the “access
extras…” link above. Then, once you are logged in to your new
account, add your ebook by clicking the “access extras…” link a
second time.
Note: If you try the directions above and find that the device you’re
reading on is incompatible with the Take Control Web site, contact us
at [email protected].
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About the Author
Joe Kissell is Senior Editor of TidBITS, a Web site
and email newsletter about Apple and the Internet,
and the author of numerous books about Macintosh
software, including Take Control of Maintaining Your
Mac and Take Control of Backing Up Your Mac.
He is also a Senior Contributor to Macworld, was the
winner of a 2009 Neal award for Best How-to Article, and has appeared
on the MacTech 25 list (the 25 people voted most influential in the
Macintosh community) since 2007. Joe has worked in the Mac software
industry since the early 1990s, including positions managing software
development for Nisus Software and Kensington Technology Group.
When not writing or speaking, Joe likes to travel, walk, cook, eat, and
dream (in both senses of the word). He currently lives in Paris with his
wife, Morgen Jahnke, their son, Soren, and their cat, Zora. To contact
Joe about this book, send him email at [email protected] and include Take
Control of Apple Mail in Mountain Lion in the subject of your message
so his spam filters won’t intercept it.
Shameless Plug
Although I write and speak about technology as my day job, I have a
great many other interests. To learn more about me, read other things
I’ve written, and find out what I’m up to beyond the realm of Apple
products, visit my home page at JoeKissell.com. You can also follow
me on Twitter (@joekissell).
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About the Publisher
Publishers Adam and Tonya Engst have been
creating Apple-related content since they
started the online newsletter TidBITS, in 1990.
In TidBITS, you can find the latest Apple
news, plus read reviews, opinions, and more
(http://tidbits.com/).
Adam and Tonya are known in the Apple
world as writers, editors, and speakers.
They are also parents to Tristan, who thinks
ebooks about clipper ships and castles would
be cool.
Production credits:
• Cover design: Jon Hersh
• Editor: Michael E. Cohen
• Editor in Chief: Tonya Engst
• Production Assistants: Michael E. Cohen, Oliver Habicht
• Publisher: Adam Engst
• Take Control logo: Jeff Tolbert
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Copyright and Fine Print
Take Control of Apple Mail in Mountain Lion
ISBN: 978-1-61542-408-5
Copyright © 2012, Joe Kissell. All rights reserved.
TidBITS Publishing Inc.
50 Hickory Road
Ithaca, NY 14850 USA
http://www.takecontrolbooks.com/
Take Control electronic books help readers regain a measure of control in an oftentimes
out-of-control universe. Take Control ebooks also streamline the publication process so
that information about quickly changing technical topics can be published while it’s still
relevant and accurate.
This electronic book doesn’t use copy protection because copy protection makes life
harder for everyone. So we ask a favor of our readers. If you want to share your copy of
this ebook with a friend, please do so as you would a physical book, meaning that if your
friend uses it regularly, he or she should buy a copy. Your support makes it possible for
future Take Control ebooks to hit the Internet long before you’d find the same information
in a printed book. Plus, if you buy the ebook, you’re entitled to any free updates that
become available.
You have our permission to make a single print copy of this ebook for personal use. Please
reference this page if a print service refuses to print the ebook for copyright reasons.
Although the author and TidBITS Publishing Inc. have made a reasonable effort to ensure
the accuracy of the information herein, they assume no responsibility for errors or
omissions. The information in this ebook is distributed “As Is,” without warranty of any
kind. Neither TidBITS Publishing Inc. nor the author shall be liable to any person or entity
for any special, indirect, incidental, or consequential damages, including without
limitation lost revenues or lost profits, that may result (or that are alleged to result) from
the use of these materials. In other words, use this information at your own risk.
Many of the designations used to distinguish products and services are claimed
as trademarks or service marks. Any trademarks, service marks, product names, or named
features that appear in this title are assumed to be the property of their respective owners.
All product names and services are used in an editorial fashion only, with no intention of
infringement of the trademark. No such use, or the use of any trade name, is meant to
convey endorsement or other affiliation with this title.
This title is an independent publication and has not been authorized, sponsored,
or otherwise approved by Apple Inc. Because of the nature of this title, it uses terms that
are the trademarks or that are the registered trademarks of Apple Inc.; to view a complete
list of the trademarks and of the registered trademarks of Apple Inc., you can visit
http://www.apple.com/legal/trademark/appletmlist.html.
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Featured Titles
Click any book title below or visit our Web catalog to add more
ebooks to your Take Control collection!
Take Control of Backing Up Your Mac (Joe Kissell): Set up a rocksolid backup strategy so that you can restore quickly and completely,
no matter what catastrophe arises.
Take Control of CrashPlan Backups (Joe Kissell): Join backup expert
Joe Kissell as he shares real-world advice about protecting your data
with CrashPlan’s onsite, offsite, and cloud backups.
Take Control of iCloud (Joe Kissell): Understand the many features,
get set up properly, and enjoy iCloud!
Take Control of Getting Started with DEVONthink 2 (Joe Kissell):
Store, organize, and locate your PDFs, paper documents, email
messages, and scribbled notes with DEVONthink 2.
Take Control of iTunes 10: The FAQ (Kirk McElhearn): This FAQ-style
ebook helps you wrap iTunes around your little finger and enjoy your
media more.
Take Control of Mail on the iPad, iPhone, and iPod touch (Joe Kissell):
Develop your mobile email strategy and learn how to use email
effectively on your iDevice.
Take Control of Making Music with GarageBand ’11 (Jeff Tolbert):
Combine your creativity with GarageBand’s editing and mixing
techniques to compose tunes that please the ear!
Take Control of TextExpander (Michael E. Cohen): Whether you want
to type faster or you already use TextExpander but want to harness its
power more fully, let Michael lead you to typing nirvana.
Take Control of Using Mountain Lion (Matt Neuburg): Chockablock
with core concepts and insider tips on customizing and navigating in
10.8 Mountain Lion.
Take Control of Your 802.11n AirPort Network (Glenn Fleishman):
Make your AirPort network fly—get help with buying the best gear, set
up, security, and more.
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