Mastering Microsoft Exchange Server 2016 - Clifton Leonard - E-Book

Mastering Microsoft Exchange Server 2016 E-Book

Clifton Leonard

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Beschreibung

A bestselling Exchange Server guide, updated for the 2016 release Mastering Microsoft Exchange Server 2016 is the gold-standard reference for system administrators and first-time users alike. Fully updated to align with the latest release, this expert-led guide provides comprehensive coverage and easy-to-follow tutorials for all aspects of Exchange Server installation, configuration, and management. Whether you're migrating from an earlier version or installing Exchange Server for the first time, this book gives you quick access to the answers you need. Step-by-step instructions walk you through planning and design, installation, administration and management, maintenance, and more, so you can get up to speed quickly and get back to work. With a focus on the hands-on details, the Microsoft Certified Masters author team provides practical insight and invaluable guidance on every aspect of Exchange Server 2016, from mastering the basics to leveraging new features. Microsoft Exchange allows access to e-mail, voicemail, and calendars at any time, from almost any device. The 2016 release is designed specifically to appeal to enterprises; if you've been tasked with the implementation, this guide has the information you need. * Get up to speed with the latest changes and features * Understand server configurations, requirements, installation, and migration * Manage mailboxes, groups, connectivity, and the client access server * Troubleshoot common issues efficiently and effectively Exchange Server 2016 shifts even more control to the user, freeing administrators to perform more critical tasks. Beefed-up architecture and more centralized functions have eased configuration and upgrades, and a robust cloud implementation is expected to draw enterprises sooner rather than later. Systems administrators need to become familiar with the latest changes, and Mastering Microsoft Exchange Server 2016 is the ultimate reference and tutorial.

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Table of Contents

Title Page

Copyright Page

Dedication

Acknowledgments

About the Authors

About the Technical Editor

Introduction

Major Changes in Exchange Server 2016

How This Book Is Organized

Conventions Used in This Book

The Mastering Series

Part 1: Exchange Fundamentals

Chapter 1: Putting Exchange Server 2016 in Context

Email's Importance

What Is Exchange Server?

Things Every Email Administrator Should Know

The Bottom Line

Chapter 2: Introducing the Changes in Exchange Server 2016

Getting to Know Exchange Server 2016

Exchange Server Architecture

Now, Where Did That Go?

Clearing Up Some Confusion

The Bottom Line

Chapter 3: Understanding Availability, Recovery, and Compliance

Changing from a Technology to a Business Viewpoint

What's in a Name?

A Closer Look at Availability

Storage Availability

Compliance and Governance

The Bottom Line

Chapter 4: Virtualizing Exchange Server 2016

Virtualization Overview

Effects of Virtualization

Virtualization Requirements

Operations

Deciding When to Virtualize

Deciding What to Virtualize

Possible Virtualization Scenarios

The Bottom Line

Chapter 5: Introduction to PowerShell and the Exchange Management Shell

Why Use PowerShell?

Understanding the Command Syntax

Object-Oriented Use of PowerShell

PowerShell v3, v4, and v5

Tips and Tricks

Getting Help

The Bottom Line

Chapter 6: Understanding the Exchange Autodiscover Process

Autodiscover Concepts

Planning Certificates for Autodiscover

The Bottom Line

Part 2: Getting Exchange Server Running

Chapter 7: Exchange Server 2016 Quick Start Guide

Server Sizing Quick Reference

Configuring Windows

Installing Exchange Server 2016

Post-installation Configuration Steps

Configuring Recipients

The Bottom Line

Chapter 8: Understanding Server Roles and Configurations

The

Roles

of Server Roles

Exchange Server 2016 Server Roles

Possible Role Configurations

The Bottom Line

Chapter 9: Exchange Server 2016 Requirements

Getting the Right Server Hardware

Software Requirements

Additional Requirements

The Bottom Line

Chapter 10: Installing Exchange Server 2016

Before You Begin

Preparing for Exchange 2016

Graphical User Interface Setup

Command-Line Setup

Removing Exchange Server

The Bottom Line

Chapter 11: Upgrades and Migrations to Exchange Server 2016 or Office 365

Upgrades, Migrations, Cross-Forest Migrations, and Deployments

Factors to Consider before Upgrading

Choosing Your Strategy

Office 365

Performing a Cross-Forest Migration

Moving Mailboxes

Importing Data from PSTs

Tasks Required Prior to Removing Legacy Exchange Servers

Exchange Server Deployment Assistant

The Bottom Line

Part 3: Recipient Administration

Chapter 12: Management Permissions and Role-Based Access Control

RBAC Basics

Managing RBAC

Defining Roles

Distributing Roles

Auditing RBAC

The Bottom Line

Chapter 13: Basics of Recipient Management

Understanding Exchange Recipients

Defining Email Addresses

The Bottom Line

Chapter 14: Managing Mailboxes and Mailbox Content

Managing Mailboxes

Moving Mailboxes

Deleting Mailboxes

Bulk Manipulation of Mailboxes Using the EMS

Managing Mailbox Content

Getting Started with Messaging Records Management

The Bottom Line

Chapter 15: Managing Mail-Enabled Groups, Mail Users, and Mail Contacts

Understanding Mail-Enabled Groups

Creating and Managing Mail Contacts and Mail Users

The Bottom Line

Chapter 16: Managing Resource Mailboxes

The Unique Nature of Resource Mailboxes

Exchange 2016 Resource Mailbox Features

Creating Resource Mailboxes

Creating Room Lists

Converting Resource Mailboxes

The Bottom Line

Chapter 17: Managing Modern Public Folders

Understanding Architectural Changes for Modern Public Folders

Moving Public Folders to Exchange Server 2016

Managing Public Folder Mailboxes

Managing Public Folders

Understanding the Public Folder Hierarchy

Comparing Public Folders, Site Mailboxes, and Shared Mailboxes

The Bottom Line

Chapter 18: Managing Archiving and Compliance

Introduction to Archiving

Benefits of Archiving

Industry Best Practices

Archiving with Exchange Server 2016

Enabling In-Place Archiving

Understanding Litigation and In-Place Hold

Requirements and Considerations

The Bottom Line

Part 4: Server Administration

Chapter 19: Creating and Managing Mailbox Databases

Getting to Know Exchange Server Databases

Planning Mailbox Database Storage

Managing Mailbox Databases

The Bottom Line

Chapter 20: Creating and Managing Database Availability Groups

Understanding Database Replication in Exchange Server 2016

Managing a Database Availability Group

Understanding Active Manager

DAG and Database Maintenance

Understanding Site Resiliency for Exchange Server 2016

The Bottom Line

Chapter 21: Understanding the Client Access Services

Client Access Services Overview

Namespace Planning

Connectivity for Outlook Clients

Connectivity for Non-Outlook Clients

Sharing between Organizations

Securing External Access

Coexisting with Previous Exchange Server Versions

The Bottom Line

Chapter 22: Managing Connectivity with Transport Services

Understanding the Transport Improvements in Exchange Server 2016

Message Routing in the Organization

Sending and Receiving Email

Messages in Flight

Using Exchange Server 2016 Antispam/Anti-Malware Tools

Troubleshooting Email Routing

The Bottom Line

Chapter 23: Managing Transport, Data Loss Prevention, and Journaling Rules

Introducing the Exchange 2016 Transport Architecture

Setting Up Message Classifications

Setting Up Mail Flow (Transport) Rules

Introducing Data Loss Prevention

Introducing Journaling

The Bottom Line

Part 5: Troubleshooting and Operating

Chapter 24: Troubleshooting Exchange Server 2016

Basic Troubleshooting Principles

General Server Troubleshooting Tools

Troubleshooting Mailbox Servers

Troubleshooting Mail Flow

Troubleshooting Client Connectivity

The Bottom Line

Chapter 25: Backing Up and Restoring Exchange Server

Backing Up Exchange Server

Preparing to Back Up and Recover the Exchange Server

Using Windows Server Backup to Back Up the Exchange Server

Using Windows Server Backup to Recover the Data

Recover Exchange Server Data Using Alternative Methods

Recovering the Entire Exchange Server

The Bottom Line

Appendix: The Bottom Line

Chapter 1

Chapter 2

Chapter 3

Chapter 4

Chapter 5

Chapter 6

Chapter 7

Chapter 8

Chapter 9

Chapter 10

Chapter 11

Chapter 12

Chapter 13

Chapter 14

Chapter 15

Chapter 16

Chapter 17

Chapter 18

Chapter 19

Chapter 20

Chapter 21

Chapter 22

Chapter 23

Chapter 24

Chapter 25

End User License Agreement

Guide

Table of Contents

Begin Reading

List of Illustrations

Chapter 1: Putting Exchange Server 2016 in Context

Figure 1.1 Outlook 2016 Appointment scheduling on an Exchange Server 2016 mailbox

Figure 1.2 The Outlook 2016 client Inbox on an Exchange Server 2016 mailbox

Figure 1.3 Outlook on the web on an Exchange Server 2016 mailbox

Figure 1.4 Exchange data and transaction logs

Figure 1.5 Active Directory and Exchange Server

Figure 1.6 Configuring automatic updates

Figure 1.7 Viewing the Microsoft Remote Connectivity Analyzer

Chapter 2: Introducing the Changes in Exchange Server 2016

Figure 2.1 Deploying an Edge Transport server

Figure 2.2 Examining a transport rule

Chapter 3: Understanding Availability, Recovery, and Compliance

Figure 3.1 The four stages of the Microsoft IT service management life cycle

Chapter 4: Virtualizing Exchange Server 2016

Figure 4.1 A look at virtualization

Chapter 5: Introduction to PowerShell and the Exchange Management Shell

Figure 5.1 Output of the

Get-Mailbox

cmdlet

Figure 5.2 Formatting output into a formatted table

Figure 5.3 Formatting output to a formatted list

Figure 5.4 Online help for pipelining using the Exchange Management Shell

Figure 5.5 Viewing the Tip of the Day

Chapter 6: Understanding the Exchange Autodiscover Process

Figure 6.1 Completing the initial Outlook configuration using Autodiscover

Figure 6.2 Using the Test E-mail AutoConfiguration tool

Figure 6.3 Accessing the Test E-mail AutoConfiguration tool

Figure 6.4 The Certificates MMC snap-in

Figure 6.5 Viewing the domains to be included in the certificate request

Figure 6.6 The Certificate Domains Wizard Page

Figure 6.7 Selecting services that will use the certificate

Figure 6.8 Viewing certificate properties

Chapter 7: Exchange Server 2016 Quick Start Guide

Figure 7.1 Setting a static page file for 8 GB of RAM

Figure 7.2 Checking the domain and forest functional levels

Figure 7.3 Checking for Updates

Figure 7.4 Select the server Role

Figure 7.5 Choosing the Installation location

Figure 7.6 Organization name

Figure 7.7 The Setup Completed screen

Chapter 8: Understanding Server Roles and Configurations

Figure 8.1 Selecting the Exchange Server 2016 roles

Figure 8.2 The warning message when a new database is added to a Mailbox server

Chapter 10: Installing Exchange Server 2016

Figure 10.1 Determining which domain controller holds the Schema Master role

Figure 10.2 Exchange configuration Containers that are found in the Active Directory configuration partition

Figure 10.3 The Server Role Selection screen

Chapter 12: Management Permissions and Role-Based Access Control

Figure 12.1 The interaction among the RBAC components for granting permissions to administrators

Figure 12.2 How RBAC is used to grant permissions to end users

Figure 12.3 Managing administrator roles and user roles in the EAC

Figure 12.4 Viewing role group details in the EAC

Figure 12.5 Viewing the user role information in the EAC

Figure 12.6 Tabs to manage roles, role assignment policies, role groups, and scopes

Figure 12.7 The relationship between a management role and its management role entries

Figure 12.8 The role objects in Active Directory

Figure 12.9 The properties for the Mailbox Import Export role object

Figure 12.10 The management role entries for the Mailbox Import Export role as seen in ADSI Edit

Figure 12.11 The relationship between a parent role and a child role

Figure 12.12 Implementation of an exclusive scope

Figure 12.13 A role assignment object is created in Active Directory when roles are assigned

Figure 12.14 A deeper look at the role assignment object in Active Directory

Figure 12.15 The relationship between management role assignments, scopes, management roles, and management role groups

Figure 12.16 Administrator accounts are added to the AD group that represents management role groups

Figure 12.17 The list of management role groups is populated into the EAC

Figure 12.18 Click the Add button to add a member of a role group in the EAC

Figure 12.19 Role assignment objects are also used for assigning roles to role assignment policies

Figure 12.20 Check and uncheck the roles that you want to add to or remove from the role assignment policy

Figure 12.21 Auditing RBAC changes using the EAC

Chapter 13: Basics of Recipient Management

Figure 13.1 List of accepted domains

Figure 13.2 Creating a new accepted domain

Figure 13.3 Email address policies for an Exchange Server 2016 organization

Figure 13.4 Changing how the SMTP address is generated

Figure 13.5 Defining the email address format for the email address policy

Figure 13.6 Naming the email address policy

Figure 13.7 Conditions available in the email address policy rules

Figure 13.8 Specifying words for a rule in an email address policy

Chapter 14: Managing Mailboxes and Mailbox Content

Figure 14.1 The Mailboxes section of the EAC's Recipient Configuration work center

Figure 14.2 In the Mailbox Wizard, you can select a mailbox database for a user, as well as enable an archive mailbox and assign an address book policy

Figure 14.3 Available mailbox permissions

Figure 14.4 Creating a user account and mailbox from the Exchange Administration Center

Figure 14.5 General properties page for a mailbox

Figure 14.6 Email Address properties of a mailbox

Figure 14.7 Mailbox Features properties of a mailbox

Figure 14.8 Message Delivery Restrictions options

Figure 14.9 Move Configuration settings

Figure 14.10 Options for the migration batch

Figure 14.11 The Migration Dashboard

Figure 14.12 Migration progress in the Migration Dashboard

Figure 14.13 Connecting a disconnected mailbox

Figure 14.14 List of the default and personal retention tags

Figure 14.15 Creating a personal retention tag

Figure 14.16 Creating a retention policy

Figure 14.17 Assigning a retention policy to a user's mailbox

Chapter 15: Managing Mail-Enabled Groups, Mail Users, and Mail Contacts

Figure 15.1 Creating a new group using Active Directory Users and Computers

Figure 15.2 Viewing the group choices in the Exchange Admin Center

Figure 15.3 Opening the New Distribution Group window

Figure 15.4 Filter settings and conditions for a dynamic distribution group

Figure 15.5 The Delivery Management window of a Distribution Group object

Figure 15.6 Configuration options for moderated groups

Figure 15.7 Converting a group to a universal group using Active Directory Users and Computers

Figure 15.8 Managing group membership from within Outlook

Figure 15.9 Managing group membership from within the control panel

Figure 15.10 Creating a new contact object using Active Directory Users and Computers

Figure 15.11 Contact information in Active Directory Users and Computers

Figure 15.12 Creating a mail-enabled contact

Chapter 16: Managing Resource Mailboxes

Figure 16.1 Defining general information for a conference room mailbox

Figure 16.2 Viewing room resources in the Address Book using Outlook

Figure 16.3 Entering the room capacity for a resource mailbox

Figure 16.4 Viewing the custom attributes of room resources in the Address Book using Outlook

Figure 16.5 Delegates for a resource mailbox

Figure 16.6 Booking Options for a resource mailbox

Figure 16.7 Availability of resource mailbox in Outlook

Figure 16.8 Availability using room lists in Outlook

Chapter 17: Managing Modern Public Folders

Figure 17.1 The Public Folder Mailboxes screen

Figure 17.2 Creating a new public folder mailbox

Figure 17.3 Primary hierarchy public folder mailbox

Figure 17.4 Public Folder Mailbox properties

Figure 17.5 Adding a new public folder

Figure 17.6 The Public folder's General properties page

Figure 17.7 The Public folder's Statistics properties page

Figure 17.8 The Public folder's Limits properties page

Figure 17.9 Mail flow settings

Figure 17.10 Opening the folder permissions

Figure 17.11 Creating a new folder

Figure 17.12 The Outlook client's properties dialog box for a public folder

Figure 17.13 Managing public folder permissions via Outlook

Chapter 18: Managing Archiving and Compliance

Figure 18.1 Assigning a retention policy to a single mailbox

Figure 18.2 Select the Create An On-Premises Archive Mailbox For Th is User option

Figure 18.3 The Exchange Server 2016 In-Place eDiscovery & Hold Console

Figure 18.4 Selecting mailboxes, distribution groups, and public folders in the In-Place eDiscovery & Hold Wizard

Figure 18.5 Defining a search query

Figure 18.6 Defining the message types to search

Figure 18.7 Using the In-Place Hold settings to place search results on hold

Chapter 19: Creating and Managing Mailbox Databases

Figure 19.1 Creating a new database using the Exchange Admin Center

Figure 19.2 General section of the mailbox database's properties dialog box

Figure 19.3 The Mailbox database's Maintenance settings

Figure 19.4 The Mailbox database's Limits settings

Figure 19.5 Quota limit in Outlook

Figure 19.6 Quota limit in EAC

Figure 19.7 The Client Settings properties of a mailbox database

Chapter 20: Creating and Managing Database Availability Groups

Figure 20.1 Creating a new DAG in the EAC

Figure 20.2 Exchange Server 2010 JBOD configuration

Figure 20.3 Mailbox databases symmetrically placed between the Mailbox servers

Figure 20.4 The network binding order that should be in place before adding a Mailbox server to a DAG

Figure 20.5 Mailbox database layout

Figure 20.6 Adding a mailbox database to a Mailbox server

Figure 20.7 Database options from the Details pane in EAC

Figure 20.8 Automatic Reseed configuration

Figure 20.9 Event 227 shows that a configuration change was detected.

Figure 20.10 Event 111 shows that the change to PAM is complete.

Figure 20.11 An attempt to copy remaining transaction log files

Figure 20.12 Messages requested rom Safety Net

Figure 20.13 Exchange Server 2016 preferred architecture

Figure 20.14 A simple DAG

Figure 20.15 Multiple DAGs

Chapter 21: Understanding the Client Access Services

Figure 21.1 Communication between frontend and back-end services

Figure 21.2 Exchange Server 2016 Unified Messaging architecture and ports

Figure 21.3 Single namespace in a site

Figure 21.4 Bound namespaces

Figure 21.5 Unbound namespace

Figure 21.6 Host records for DNS round robin

Figure 21.7 Hardware load balancer

Figure 21.8 Default certificates in Exchange Server 2016

Figure 21.9 A SAN certificate

Figure 21.10 The New Exchange Certificate Wizard

Figure 21.11 Assigning services to a certificate

Figure 21.12 Test E-mail AutoConfiguration

Figure 21.13 Outlook Anywhere FQDN

Figure 21.14 URLs for Outlook on the web

Figure 21.15 Outlook on the web authentication settings

Figure 21.16 Outlook Web App policy

Figure 21.17 File Access settings in an Outlook Web App policy

Figure 21.18 Security settings for the Default Mobile-Device Mailbox Policy

Figure 21.19 Mobile Device Access Settings

Figure 21.20 Calendar sharing options in Outlook

Figure 21.21 The Send A Calendar Via E-mail settings

Figure 21.22 Settings for calendar publishing

Figure 21.23 Using a reverse proxy to secure access

Figure 21.24 Load balancer in a perimeter network

Figure 21.25 Coexistence with previous Exchange Server versions

Chapter 22: Managing Connectivity with Transport Services

Figure 22.1 The Mailbox server transport components

Figure 22.2 Mail flow between DAG members

Figure 22.3 Receive connectors

Figure 22.4 Receive connectors in the Exchange Admin Center

Figure 22.5 Default Frontend Receive connector permissions

Figure 22.6 Send connector in the Exchange Admin Center

Figure 22.7 The Introduction page of the New Send Connector window

Figure 22.8 Adding the Require TLS Encryption action to a transport rule

Figure 22.9 List of accepted Domains

Figure 22.10 Creating a new accepted domain

Figure 22.11 Default antimalware settings

Chapter 23: Managing Transport, Data Loss Prevention, and Journaling Rules

Figure 23.1 A message classification displayed in Outlook 2016

Figure 23.2 A sample list of message classifications

Figure 23.3 Locating the transport rules in the Exchange Admin Center

Figure 23.4 Transport rule version in the EMS

Figure 23.5 Viewing the actions from the EAC

Figure 23.6 Templates to create new transport rules

Figure 23.7 The New Rule window for EAC

Figure 23.8 The New Rule window for EAC with more Options

Figure 23.9 Rules created from DLP template U.S. Personally Identifiable Information (PII ) Data

Figure 23.10 Options for sensitive information type Passport Number (U.S. / U.K.)

Figure 23.11 The DLP Policy From Template window from EAC

Figure 23.12 Policy Tip for DPL policy U.S. Financial Data

Figure 23.13 The sensitive information types covered by the U.S. Financial transport rule: Scan Email Sent Outside – High Count

Figure 23.14 Contents of the XML after running

Export-DlpPolicyCollection

Chapter 24: Troubleshooting Exchange Server 2016

Figure 24.1 The logging directory on the Exchange server

Figure 24.2 Viewing an event from the Exchange Application logs

Figure 24.3 Using the Test-ServiceHealth cmdlet

Figure 24.4 Using the Queue Viewer interface

Figure 24.5 Viewing message tracking in EAC

Figure 24.6 Tracking messages from the Exchange Admin Center

Figure 24.7 Using the Test E-mail AutoConfiguration tool

Figure 24.8 The Remote Connectivity Analyzer

Chapter 25: Backing Up and Restoring Exchange Server

Figure 25.1 Windows Server Backup has been installed

Figure 25.2 Selecting the items to include in a backup

Figure 25.3 Selecting the application to recover

Figure 25.4 Search name and description

Figure 25.5 The Search Query Page

Figure 25.6 Search results in the Discovery Search Mailbox

List of Tables

Chapter 3: Understanding Availability, Recovery, and Compliance

Table 3.1 RAID Configurations

Chapter 4: Virtualizing Exchange Server 2016

Table 4.1 Virtualization Terms

Chapter 5: Introduction to PowerShell and the Exchange Management Shell

Table 5.1 PowerShell Common Aliases

Table 5.2 Shell Values and Operators

Table 5.3 Information Output for Each

Get-Help

View

Chapter 9: Exchange Server 2016 Requirements

Table 9.1 Microsoft Outlook User Types

Table 9.2 Processor Recommendations Based on Number of Messages Sent or Received per Mailbox per Day

Table 9.3 Additional Memory Factor for Mailbox Servers

Table 9.4 Memory Required Based on Mailbox Size

Table 9.5 User Type, Database Volume IOPS, and Messages Sent and Received per Day for Exchange Server 2016

Table 9.6 Task Permissions

Chapter 10: Installing Exchange Server 2016

Table 10.1 Exchange Server 2016 Command-Line Installation Options

Table 10.2 Exchange Server 2016 Server-Recovery Setup Options

Table 10.3 Exchange Server 2016 Delegated Setup Options

Table 10.4 Exchange Server 2016 Language Pack Options

Chapter 11: Upgrades and Migrations to Exchange Server 2016 or Office 365

Table 11.1 Comparison of Exchange Server 2016 Upgrade Strategies

Chapter 12: Management Permissions and Role-Based Access Control

Table 12.1 Cmdlets for Managing the RBAC Components

Table 12.2 Implicit Scope Values

Chapter 13: Basics of Recipient Management

Table 13.1 User Mailboxes, Mail Users, and Mail Contacts

Table 13.2 Mail-Enabled Public Folders and Shared Mailboxes

Table 13.3 EMS Cmdlets Used to Manipulate Email Address Policies

Chapter 14: Managing Mailboxes and Mailbox Content

Table 14.1 Access Rights of Mailbox Folders

Table 14.2 Access Rights (Roles) of Mailbox Folders

Table 14.3 Default MRM Policy Retention Tags

Chapter 15: Managing Mail-Enabled Groups, Mail Users, and Mail Contacts

Table 15.1 EMS and PowerShell Cmdlets for Group Management

Table 15.2 Common Mail-Enabled Group Properties

Table 15.3 Exchange Management Shell Cmdlets for Mail Contacts and Mail Users

Table 15.4 Useful Properties of Mail Contact and Mail User Objects

Chapter 16: Managing Resource Mailboxes

Table 16.1 Recipient-Related Attributes for Resource Mailboxes

Table 16.2 Booking Options and EMS Equivalents

Table 16.3 Resource Information Settings and Their EMS Equivalents

Table 16.4 EMS Parameters of In-Policy Booking Policies

Table 16.5 EMS Parameters of Out-of-Policy Booking Policies

Table 16.6

Set-MailboxCalendarConfiguration

Parameters

Table 16.7 Access Rights (Roles) of Calendar Folders

Chapter 18: Managing Archiving and Compliance

Table 18.1 Default Archive Tags

Chapter 20: Creating and Managing Database Availability Groups

Table 20.1 Active Manager Evaluation of Each Database Copy

Table 20.2 DB1 Replication Status

Table 20.3 DB2 Replication Status

Table 20.4 DB3 Replication Status

Chapter 21: Understanding the Client Access Services

Table 21.1 Certificate Generation Methods

Table 21.2 Forms-Based Authentication Logon Formats

Table 21.3 Properties of an Organization Relationship

Table 21.4 Sharing Policy Permissions

Chapter 23: Managing Transport, Data Loss Prevention, and Journaling Rules

Table 23.1 Exchange Server 2016 DLP-Scannable File Types

Chapter 25: Backing Up and Restoring Exchange Server

Table 25.1 Sample Scenarios with Recovery Goals

Table 25.2 Single-Item Recovery Features

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Mastering

Microsoft® Exchange Server 2016

Clifton Leonard

Brian Svidergol

Byron Wright

Vladimir Meloski

 

 

 

 

 

 

 

 

Senior Acquisitions Editor: Kenyon BrownDevelopment Editor: Kelly TalbotTechnical Editor: Joseph NguyenProduction Editor: Athiyappan Lalith KumarCopy Editor: Kathy Grider-CarlyleEditorial Manager: Mary Beth WakefieldProduction Manager: Kathleen WisorExecutive Editor: Jim MinatelProofreader: Nancy BellIndexer: Nancy GuentherProject Coordinator, Cover: Brent SavageCover Designer: WileyCover Image: ©i3d/Shutterstock

Copyright © 2016 by John Wiley & Sons, Inc., Indianapolis, Indiana

Published simultaneously in Canada

ISBN: 978-1-119-23205-6ISBN: 978-1-119-23208-7 (ebk.)ISBN: 978-1-119-23207-0 (ebk.)

Manufactured in the United States of America

No part of this publication may be reproduced, stored in a retrieval system or transmitted in any form or by any means, electronic, mechanical, photocopying, recording, scanning or otherwise, except as permitted under Sections 107 or 108 of the 1976 United States Copyright Act, without either the prior written permission of the Publisher, or authorization through payment of the appropriate per-copy fee to the Copyright Clearance Center, 222 Rosewood Drive, Danvers, MA 01923, (978) 750-8400, fax (978) 646-8600. Requests to the Publisher for permission should be addressed to the Permissions Department, John Wiley & Sons, Inc., 111 River Street, Hoboken, NJ 07030, (201) 748-6011, fax (201) 748-6008, or online at http://www.wiley.com/go/permissions.

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Library of Congress Control Number: 2016946244

TRADEMARKS: Wiley, the Wiley logo, and the Sybex logo are trademarks or registered trademarks of John Wiley & Sons, Inc. and/or its affiliates, in the United States and other countries, and may not be used without written permission. Microsoft is a registered trademark of Microsoft Corporation. All other trademarks are the property of their respective owners. John Wiley & Sons, Inc. is not associated with any product or vendor mentioned in this book.

This book is dedicated to my loving, gorgeous wife, Marie, and to my incredible inspirations Pierce, Treyden, Gabrielle, Cheyenne, Taylor, Zoe, and Talon. Thank you for enduring all my late nights and continuously encouraging me through this journey. I love you all!

—Clifton Leonard

I'd like to thank my wife, Lindsay; my son, Jack; and my daughter, Leah, for the unending support and David Elfassy for reaching out to me to get involved with this project—thank you! Finally, I'd like to thank the original Exchange “super team”— Larry, Mike, Carl, George, Dennis, and the Chicago crew—you guys helped me elevate my game.

—Brian Svidergol

I dedicate this book to my parents who unwittingly put me on the path to working with technology by indulging me in my youth. Who knew buying a Commodore VIC-20 would get it all started? I am thankful for that and your support in many other ways over the years.

—Byron Wright

To my loving family who always supports me.

—Vladimir Meloski

Acknowledgments

Thank you once again, Microsoft, for a great release of Exchange Server. This is now the eighth major release of the well-known premier messaging system. In this release, we can see the effort and ingenuity come together in solving customer problems to create a truly superior ­product. Congratulations!

As the team that is working on this book completes the final steps required to send it to the printer, I continue to bring some real-world expertise into the content. I have deployed several Exchange Server 2016 infrastructures to date, but this product is so vast and so broad that I continue to find design options, best practices, and architecture recommendations on a daily basis. I'm pretty sure that I will be updating the content up to the last minute!

When I was approached to take on this book, several months before Exchange Server 2016 was about to release to manufacturing, my reaction was, “What about David and Jim?” David Elfassy authored the previous edition and has been an invaluable contributor to the Microsoft, and more specifically Exchange Server, community. Prior to David, Jim McBee authored three previous editions of this book and has been the pillar of the Mastering Exchange Server series. I consider it to be a true honor to take over for David Elfassy and Jim McBee as the lead author for this book, and I hope that this edition has adequately followed through on their traditions.

Throughout the book, we have tried to keep the tone and language similar to what was used in the previous editions of this book, so if you are familiar with both of these men's writing style, you should find comfort in these pages. In addition, we have removed some of the introductory technical information from previous editions, to reflect the depth of initial experience of the readers.

Taking on the responsibility of a 816-plus-page manual is no simple task and not one that can be undertaken by only one person. Along the way, I have invited several contributors to this effort. Their knowledge and expertise have added incredible value to this book. Having written anywhere from several paragraphs to complete chapters, Brian Svidergol, Byron Wright, and Vladimir Meloski are Exchange Server gurus who have provided key content for this book. These men are well respected within the Exchange Server community and are authors of Microsoft Official Curriculum, including Exchange Server 2016. They have been great contributions to this effort. Thank you!

There is also a man who has kept us all honest and has been the gatekeeper for technical accuracy in this book, and he has helped revise a couple of chapters more substantially. Joseph Nguyen agreed to take on the responsibility of technical reviewer for this book and has done a formidable job. I consider it an honor to have worked with him! Joseph, thank you!

The great folks at Wiley have been patient beyond belief when it comes to deadlines, content, and outline changes as well as our ever-changing list of contributors. They include acquisitions editor Ken Brown, developmental editor Kelly Talbot, and production editor Athiyappan Lalith Kumar.

And a special acknowledgment to those in my daily life, my father, DC Leonard; my mother, Lynette Leonard; my sister, Jaena Poppe; and my brothers, Jerry, Adam, and Jeff: thank you for always being supportive of all my endeavors.

—Clifton Leonard

About the Authors

Clifton Leonard, MCSE: Exchange Server, has more than 25 years' experience in the IT ­industry as an engineer, architect, consultant, trainer, and author. Clifton has extensive experience ­consulting on Active Directory, Exchange Server, Lync and Skype for Business Server, Identity Management, Office 365, and Azure cloud solutions. His clients include large energy corporations, K-12 schools, universities, technology manufacturers, financial institutions, the United States Air Force, and the Department of Defense. While Clifton cut his teeth on Microsoft Mail on Novell Netware and Exchange Server 5.0 on DEC Alpha, he has worked with every version of Exchange Server since then. He has also contributed as a subject matter expert to multiple Microsoft courses including Windows Desktop, Windows Server, Exchange Server, SharePoint Server, HyperV, Identity Management, Office 365, and Azure. Helping organizations migrate to the latest versions of Microsoft Exchange Server has always been a key focus of Clifton's consulting commitments.

Brian Svidergol builds Microsoft infrastructure and cloud solutions with Windows, Microsoft Exchange, Active Directory, Office 365, and related technologies. He holds the Microsoft Certified Trainer (MCT), Microsoft Certified Solutions Expert (MCSE) – Server Infrastructure, and several other Microsoft and industry certifications. Brian has authored books on Active Directory, Windows Server, Exchange Server, and related infrastructure technologies. He served as an MCT Ambassador at TechEd North America 2013 and at Microsoft Ignite 2015. Brian works as a subject matter expert (SME) on many Microsoft Official Curriculum courses, edX courses, and Microsoft certification exams. He has authored a variety of training content, blog posts, and practice test questions and has been a technical reviewer for a large number of books.

Byron Wright is the owner of BTW Technology Solutions where he provides, designs, and implements solutions using Exchange Server and Office 365. He has been a consultant, author, and instructor for 20 years, specializing in Exchange Server, Windows Server, Office 365, network design, network security, and related technologies. Byron has been a Microsoft MVP for Exchange Server since 2012.

Vladimir Meloski is a Microsoft Most Valuable Professional on Office Server and Services, Microsoft Certified Trainer, and consultant, providing unified communications and infrastructure solutions based on Microsoft Exchange Server, Skype for Business, Office 365, and Windows Server. With a bachelor's degree in computer sciences, Vladimir has devoted more than 20 years of professional experience to information technology. Vladimir has been involved in Microsoft conferences in Europe and in the United States as a speaker, moderator, proctor for hands-on labs, and technical expert. He also has been involved as an author and technical reviewer for Microsoft official courses, including Exchange Server 2016, 2013, 2010, and 2007; Office 365; and Windows Server 2012. As a skilled IT professional and trainer, Vladimir shares his best practices, real-world experiences, and knowledge with his students and colleagues and is devoted to IT community development by collaborating with IT Pro and developer user groups worldwide.

About the Technical Editor

Joseph Nguyen is a senior consultant for Microsoft. He has 20 years of experience as a system administrator, messaging engineer, IT analyst, systems engineer, consultant, and trainer providing messaging, communications, and collaboration expertise for a wide range of corporations and institutions. Joseph coauthored Exchange Server 2010 Administration: Real World Skills for MCITP Certification and Beyond and MCITP Self-Paced Training Kit (Exam 70-238): Deploying Messaging Solutions with Microsoft Exchange Server 2007.

Introduction

Thank you for purchasing (or considering the purchase of) Mastering Exchange Server 2016; this is the latest in a series of Mastering Exchange Server books that have helped thousands of readers to better understand Microsoft's excellent messaging system. Along the way, we hope that this series of books has made you a better administrator and allowed you to support your organizations to the best of your abilities.

When we started planning the outline of this book more than a year before its release, Exchange Server 2016 appeared to be simply a minor series of improvements over Exchange Server 2013. Of course, the further we explored the product, the more we found that was not the case. Many of the improvements in Exchange Server 2016 were major improvements (such as Outlook on the web) and sometimes even complete rewrites (such as in the case of the Client Access services role) of how the product worked previously.

Another challenge then presented itself. The market penetration of Exchange Server 2013 was fairly dominant, but we found that many organizations still run Exchange Server 2010. Therefore, we needed to explain the differences for not only Exchange Server 2013 administrators but also for the Exchange Server 2010 administrators. On the other hand, Exchange Server 2003 reached end-of-life on April 8, 2014. As a result, Microsoft no longer provides security updates, offers free or paid support options, nor provides updated online content such as KB articles for Exchange Server 2003. Organizations with Exchange Server 2003 deployed after April 8, 2014, are responsible for their own support of the product and accept the risk associated with the deployment.

We took a step back and looked at the previous editions of the book to figure out how much of the previous material was still relevant. Some of the material from the Exchange Server 2013 book is still relevant but needed updating. Some required completely rewriting chapters to cover new technologies introduced in Exchange Server 2016 or technologies that have since taken on more importance in deployments and management. We faced the challenge of explaining two management interfaces, Exchange Management Shell and Exchange Admin Center, as well as describing the new roles and features.

We started working with the Exchange Server 2016 code more than a year before we expected to release the book. Much of the book was written using the RTM code that was first made available in October 2015, but as we continued writing the book, we made updates based on changes introduced in Cumulative Update 1 (March 2016). So, you can safely assume when reading this book that it is based on the latest bits of Exchange Server 2016 that released in late summer 2016. In writing this book, we had a few goals for the book and the knowledge we wanted to impart to the reader:

We wanted to provide an appropriate context for the role of messaging services in an organization, outlining the primary skills required by an Exchange Server administrator.

We wanted the reader to feel comfortable when approaching an Exchange Server environment of any size. The content in this book can assist administrators of small companies with only one server, as well as administrators who handle large Exchange Server farms.

We wanted the skills and tasks covered in this book to be applicable to 80 percent of all organizations running Exchange Server.

We wanted the book to educate not only “new to product” administrators but also those “new to version” administrators who are upgrading from a previous version.

We wanted the book to familiarize administrators with Office 365 environments and the implementation of hybrid coexistence with on-premises Exchange Server deployments.

We wanted to provide familiar references for administrators of previous versions, ensuring that Exchange Server 2010 and 2013 administrators can easily find equivalent solutions in Exchange Server 2016.

Microsoft listened to the advice of many of its customers, its internal consultants at Microsoft Consulting Services (MCS), Microsoft Certified Systems Engineers (MCSEs), Most Valuable Professionals (MVPs), Microsoft Certified Solutions Masters (MCSMs), and Microsoft Certified Trainers (MCTs) to find out what was missing from earlier versions of the product and what organizations' needs were. Much of this work started even before Exchange Server 2016 was released.

Major Changes in Exchange Server 2016

This book covers the many changes in Exchange Server 2016 in detail, but we thought we would give you a little sample of what is to come in the chapters. As you can imagine, the changes are once again significant, considering the tremendous effort that Microsoft sinks into the Exchange Server line of products. Exchange Server is a significant generator of revenue for Microsoft and is also a foundational service for Office 365. Microsoft has every reason to continue improving this most impressive market leader of email and collaboration services.

The primary changes in Exchange Server 2016 since the latest release (Exchange Server 2013) have come in the following areas:

Client access services have been integrated into the Mailbox server role, and the Client Access server role has been removed.

Outlook Web App is now known as Outlook on the web, is optimized for tablets, and provides platform-specific experiences for smart phones.

MAPI over HTTP is now the default protocol that Outlook uses to communicate with Exchange, which allows a higher level of visibility of transport errors and enhanced recoverability.

With SharePoint Server 2016, you can enable Outlook on the web users to link to and share documents stored in OneDrive for Business in an on-premises SharePoint server instead of attaching a file to the message.

The Hybrid Configuration Wizard (HCW) is provided as a download to support changes in the Office 365 service and to provide a more stable deployment and consistent experience.

Significant enhancements for Data Loss Prevention (DLP) have been added. With a DLP policy and mail flow rules, you can identify, monitor, and protect 80 different types of sensitive information.

Public folder integration into the In-Place eDiscovery and Hold workflow enable you to search public folders in your organization and configure an In-Place Hold on public folders.

A new eDiscovery search tool, called Compliance Search, provides improved scaling and performance capabilities so you can search very large numbers of mailboxes in a single search.

Of course, many more changes have been introduced in Exchange Server 2016, but the preceding list stands out to us as the most noteworthy improvements. Chapter 2, “Introducing the Changes in Exchange Server 2016,” contains an exhaustive list of all significant changes, as well as changes since specific versions of Exchange Server (for example, Exchange Server 2010 and Exchange Server 2013).

How This Book Is Organized

This book consists of 25 chapters, divided into five broad parts. As you proceed through the book, you'll move from general concepts to increasingly detailed descriptions of hands-on implementation.

This book won't work well for practitioners of the time-worn ritual of chapter hopping. Although some readers may benefit from reading one or two chapters, we recommend that you read most of the book in order. Even if you have experience as an Exchange Server administrator, we recommend that you do not skip any chapter, because they all provide new information since the previous iterations of Exchange Server. Only if you already have considerable experience with these products should you jump to the chapter that discusses in detail the information for which you are looking.

If you are like most administrators, though, you like to get your hands on the software and actually see things working. Having a working system also helps many people as they read a book or learn about a new piece of software because this lets them test new skills as they learn them. If this sounds like you, then start with Chapter 7, “Exchange Server 2016 Quick Start Guide.” This chapter will take you briefly through some of the things you need to know to get Exchange Server running, but not in a lot of detail. As long as you're not planning to put your quickie server into production immediately, there should be no harm done. Before you put it into production, though, we strongly suggest that you explore other parts of this book. Following is a guide to what's in each chapter.

Part 1: Exchange Fundamentals

This part of the book focuses on concepts and features of Microsoft's Windows Server 2012 R2, Exchange Server 2016, and some of the fundamentals of operating a modern client/server email system.

Chapter 1

, “Putting Exchange Server 2016 in Context,” is for those administrators who have been handed an Exchange Server organization but who have never managed a previous version of Exchange Server or even another mail system. This will give you some of the basic information and background to help you get started managing Exchange Server and, hopefully, provide a little history and perspective.

Chapter 2

, “Introducing the Changes in Exchange Server 2016,” introduces the new features of Exchange Server 2016 as contrasted with previous versions.

Chapter 3

, “Understanding Availability, Recovery, and Compliance,” helps even experienced administrators navigate some of the new hurdles that Exchange Server administrators must overcome, including providing better system availability, site resiliency, backup and restoration plans, and legal compliance. This chapter does

not

cover database availability groups in detail; instead, that information is covered in

Chapter 20

, “Creating and Managing Database Availability Groups.”

Chapter 4

, “Virtualizing Exchange Server 2016,” helps you decide whether you should virtualize some percentage of your servers, as many organizations are doing.

Chapter 5

, “Introduction to PowerShell and the Exchange Management Shell,” focuses on and uses examples of features that are enabled in PowerShell through the Exchange Server 2016 management extensions for PowerShell. All administrators should have at least a basic familiarity with the Exchange Management Shell extensions for PowerShell even if you rarely use them.

Chapter 6

, “Understanding the Exchange Autodiscover Process,” helps you to come up to speed on the inner workings of the magic voodoo that is Autodiscover, a feature that greatly simplifies the configuration of both internal and external clients.

Part 2: Getting Exchange Server Running

This section of the book is devoted to topics related to meeting the prerequisites for Exchange Server and getting Exchange Server installed correctly the first time. While installing Exchange Server correctly is not rocket science, getting everything right the first time will greatly simplify your deployment.

Chapter 7

, “Exchange Server 2016 Quick Start Guide,” is where everyone likes to jump right in and install the software. This chapter will help you quickly get a single server up and running for your test and lab environment. While you should not deploy an entire enterprise based on the content of this one chapter, it will help you get started quickly.

Chapter 8

, “Understanding Server Roles and Configurations,” covers the primary services that run on the Exchange Server: mailbox services, transport services, and client access services.

Chapter 9

, “Exchange Server 2016 Requirements,” guides you through the requirements (pertaining to Windows Server, Active Directory, and previous versions of Exchange Server) that you must meet in order to successfully deploy Exchange Server 2016.

Chapter 10

, “Installing Exchange Server 2016,” takes you through both the graphical user interface and the command-line setup for installing Exchange Server 2016.

Chapter 11

, “Upgrades and Migrations to Exchange Server 2016 or Office 365,” helps you decide on the right migration or transition approach for your organization. It recommends steps to take to upgrade your organization from Exchange Server 2010 or 2013 to Exchange Server 2016 or to Office 365. Also included in this chapter are recommendations for migration phases and hybrid coexistence with Office 365.

Part 3: Recipient Administration

Recipient administration generally ends up being the most time-consuming portion of Exchange Server administration. Recipient administration includes creating and managing mailboxes, managing mail groups, creating and managing contacts, and administering public folders.

Chapter 12

, “Management Permissions and Role-Based Access Control,” introduces one of the most powerful features of Exchange Server 2016, Role-Based Access Control, which enables extremely detailed delegation of permissions for all Exchange Server administrative tasks. This feature will be of great value to large organizations.

Chapter 13

, “Basics of Recipient Management,” introduces you to some concepts you should consider before you start creating users, including how email addresses are generated and how recipients should be configured.

Chapter 14

, “Managing Mailboxes and Mailbox Content,” is at the core of most Exchange Server administrators' jobs since the mailboxes represent the direct customer (the end user). This chapter introduces the concepts of managing mailboxes, mailbox data (such as personal archives), and mailbox data retention.

Chapter 15

, “Managing Mail-Enabled Groups, Mail Users, and Mail Contacts,” covers management of these objects, including creating them, assigning email addresses, securing groups, and allowing for self-service management of groups, and it offers guidelines for creating contacts.

Chapter 16

, “Managing Resource Mailboxes,” discusses a key task for most messaging administrators. A resource can be either a room (such as a conference room) or a piece of equipment (such as an overhead projector). Exchange Server 2016 makes it easy to allow users to view the availability of resources and request the use of these resources from within Outlook or Outlook on the web.

Chapter 17

, “Managing Modern Public Folders,” introduces you to the new public folder storage and management features in Exchange Server 2016. Although public folders are being deemphasized in many organizations, other organizations still have massive quantities of data stored in them. Microsoft has reinvented public folders in this latest release of Exchange Server.

Chapter 18

, “Managing Archiving and Compliance,” covers not only the overall concepts of archiving and how the rest of the industry handles archiving but also the exciting archival and retention features.

Part 4: Server Administration

Although recipient administration is important, administrators must not forget their responsibilities to properly set up the Exchange server and maintain it. This section helps introduce you to the configuration tasks and maintenance necessary for some of the Exchange Server 2016 services as well as safely connecting your organization to the Internet.

Chapter 19

, “Creating and Managing Mailbox Databases,” helps familiarize you with the changes in Exchange Server 2016 with respect to mailbox database, storage, and basic sizing requirements. Many exciting changes have been made to support large databases and to allow Exchange Server to scale to support more simultaneous users.

Chapter 20

, “Creating and Managing Database Availability Groups,” is a key chapter in this book that will affect all administrators from small to large organizations. Exchange Server 2016 relies heavily on Windows Failover Clustering for its site resilience and high availability functionalities. This chapter covers the implementation and management of high availability solutions.

Chapter 21

, “Understanding the Client Access Services,” introduces you to the critical client access services and the related components running on the Mailbox server.

Chapter 22

, “Managing Connectivity with Transport Services,” brings you up to speed on the Transport services that run with the mailbox and client access services. This chapter ­discusses mail flow and the transport pipeline in detail.

Chapter 23

, “Managing Transport, Data Loss Prevention, and Journaling Rules,” shows you how to implement a feature set that was first introduced in Exchange Server 2007 but has since been greatly improved: the transport rule feature. This chapter also discusses message journaling and Data Loss Prevention policies.

Part 5: Troubleshooting and Operating

Troubleshooting and keeping a proper eye on your Exchange servers' health are often neglected tasks. You may not look at your Exchange servers until there is an actual problem. In this part, we discuss some tips and tools that will help you proactively manage your Exchange Server environment, ensuring that you can track down problems as well as restore any potential lost data.

Chapter 24

, “Troubleshooting Exchange Server 2016,” introduces you not only to troubleshooting the various components of Exchange Server 2016 but also to good troubleshooting techniques. This chapter also includes a discussion of some of the Exchange Server 2016 built-in tools, such as the Exchange Management Shell test cmdlets and the Remote Connectivity Analyzer.

Chapter 25

, “Backing Up and Restoring Exchange Server,” includes discussions on developing a backup plan for your Exchange Server 2016 servers as well as how to implement appropriate backup solutions for Exchange Server configuration, databases, logs, and any other relevant information.

Conventions Used in This Book

We use the code-continuation character on PowerShell commands to indicate that the line of text is part of a previous command line.