Microsoft Official

Course

Module 10

Designing and Implementing

Integration with Microsoft
Exchange Online

Module Overview
Planning for Exchange Online
Planning and Implementing the Migration to
Exchange Online
Planning to Coexist with Exchange Online

Lesson 1: Planning for Exchange Online

What Is Office 365?
Whats new in Exchange Online?
Why Migrate to Exchange Online?
Exchange Online User Subscriptions
What Is Exchange Online Protection?
Exchange Online Deployment Scenarios
Discussion: Office 365 Experience and

Expectations

What Is Office 365?

Office 365 is a online suite of five Microsoft products
Use Exchange email, calendar, and contacts
with built-in functionality to help protect
against viruses and spam
Use instant messaging, presence availability,
PC-audio, video conferencing, and screensharing
Create SharePoint sites without setting up a
data center
Use Office Professional Plus 2013 client
applications
Create, view, edit, and share Microsoft Office
documents on the web

Whats new in Exchange Online?

Exchange Online includes:
Migration and hybrid deployment
Compliance and archiving
Multiple management tools
Enhanced web experience
Advanced routing options
Exchange Online Protection
Hosted voicemail with Unified Messaging
Public Folders

Why Migrate to Exchange Online?

Top reasons why an organization may
consider migrating to Exchange Online:
Cost
Administration effort
Disaster recovery effort
Flexibility
Environmental friendliness
For each organization, the reasons to
consider Exchange Online are different, so
you should evaluate them carefully

Exchange Online User Subscriptions

The available Exchange Online user

subscriptions are:
Exchange Online Kiosk for mailbox size up to 1
GB
Exchange Online Plan 1 for 25 GB combined
primary and archive mailboxes
Exchange Online Plan 2 for 25 GB primary
mailbox plus unlimited Personal Archives

Exchange Online Kiosk is the most basic

user subscription, and it includes only

Outlook Web App, POP3, or ActiveSync
access to the mailbox
Exchange Online Plan 2 includes advanced

What Is Exchange Online Protection?

Exchange Online Protection is an antivirus and anti-spam
service that is included with Exchange Online and that you
can purchase separately
Core product
capability

Edge

Description

Connection analysis (edge blocks based on IP

addresses)
Reputation analysis

Antivirus

Help protect organizations from receiving email

viruses and other malicious code

Multiple scan engines and heuristic

detection
Anti-spam /
Anti-malware

Anti-spam filter can detect all types of spam

before it reaches the organizations network
Anti-malware filter is multi-layered

Policy

Policy rules to check email for compliance

Forced Transport Layer Security (TLS) option for
encrypted messages

Exchange Online Deployment Scenarios

Choose the type of deployment that best

fits your business needs

On-Premises

Cloud Service

Hybrid
Hybrid
Deployment
Deployment

PC

WEB

PHONE

Consistent User Experience

Discussion: Office 365 Experience and

Expectations
Answer the following questions:
If you are not currently using or evaluating
Office 365 or Exchange Online, why not?
What are your expectations or concerns
about Office 365?

Lesson 2: Planning and Implementing the

Migration to Exchange Online
Planning Migrations to Exchange Online
Migrating to Exchange Online
Exchange Online Management Tools

Planning Migrations to Exchange Online

Mi
gr
at
io
n

IMAP
migration

Email only (no calendar,

contacts, or desks)

Cutover
Exchange
migration

Good for fast, direct

migrations

Does not need a server

Staged
Exchange
migration
Hybrid
deployment

C
u
t
o
v
e
r

S
t
a
g
e
d

Ex
ch
an
ge
20
10
hy
bri
d

Ex
ch
an
ge
20
13
hy
bri
d

Exchange
Server 5.5

Exchange
2000 Server

Exchange
Server 2003

Exchange
Server 2007

You can manage users

on-premises and online

Exchange
Server 2010

Enables cross-premises
calendaring, smooth
migration, and easy offboarding

Exchange
Server 2013
Lotus Notes/
Domino

Automatically redirects

GroupWise/
Other

on-premises

C
o
e
xi
st
e
nc
e

IM
AP
mi
gr
ati
on

Supports a wide range

of email platforms

Supports staged
migrations
Requires Directory
Synchronization

Migrating to Exchange Online

To migrate to Exchange Online:
1. Connect directory and message routing to
Exchange Online
2. Migrate the mailboxes
3. Switch the MX resource record so that it
points to Exchange Online
4. Finalize the migration and remove the old
Mailbox servers

Exchange Online Management Tools

Office
Office 365
365 Admin
Admin Center
Center

Exchange
Exchange Admin
Admin Center
Center

Exchange
Exchange Management
Management Shell
Shell

Lesson 3: Planning to Coexist with Exchange

Online
Planning a Hybrid Deployment
Mail Flow Options for a Hybrid Deployment
How Federated Delegation Works for Exchange
Online
The Hybrid Deployment Process
Optimizing User Access to Exchange Online
The Hybrid Configuration Wizard in Exchange Server
2013
Migrating an Existing Hybrid Deployment to
Exchange Server 2013
Managing a Hybrid Deployment
Best Practices for Implementing a Hybrid

Planning a Hybrid Deployment

Components:
Exchange Server 2013
servers
Office 365
Exchange Online
Protection
Active Directory
synchronization
Hybrid Configuration
Wizard
Microsoft Federation
Gateway
AD FS

Prerequisites:
Exchange Server onpremises
Office 365 for enterprises
Registered custom
domains
Active Directory
synchronization
Autodiscover DNS records
Trusted digital certificate
(not self-signed)
Office 365 organization in
the Exchange Admin
Center

Mail Flow Options for a Hybrid Deployment

Inbound email flow from the Internet
Deliver inbound messages to Exchange Server
on-premises
Deliver inbound messages to Exchange Online

Outbound email flow to the Internet

Deliver Internet-bound messages directly to the
Internet
Route all Internet-bound messages through the
on-premises Exchange servers

Email flow between Exchange Online and the

Exchange Server on-premises organization

The Hybrid Configuration Wizard automatically

configures send and receive connectors

How Federated Delegation Works for

Exchange Online
Microsoft
Microsoft
Federation
Federation
Gateway
Gateway

a.datum.com

Exchange Online

3
3

Client
Client Access
Access
server
server

Client
Client Access
Access
server
server

4
4
7
7

1
1

8
8

2
2

6
6

Domain
Domain
controller
controller

Mailbox
Mailbox
server
server

Domain
Domain
controller
controller

The Hybrid Deployment Process

1. Sign up for Office 365
2. Register your domains with Office 365
3. Install the Exchange Server 2013 Client
4.
5.
6.
7.
8.

Access and Mailbox server roles

Deploy the Directory Synchronization tool
Deploy AD FS (optional)
Publish the Exchange Server 2013 Client
Access server
Run the Hybrid Configuration Wizard
Test the hybrid deployment

Optimizing User Access to Exchange

Online
To connect Exchange Server on-premises to
Exchange Online:
1. Implement Active Directory
synchronization

Eliminates the need to manage users, groups,

and contacts in two locations
Provides a unified GAL
Simplifies user provisioning

2. Configure AD FS
Provides centralized user management
Provides single sign-on and security policies

The Hybrid Configuration Wizard in

Exchange Server 2013
You can use the HCW to configure a hybrid

deployment
Changes to the HCW in Exchange Server 2013:

One-step process to run the HCW

Support for Edge Transport servers
Identifies the Client Access server automatically, so you
need to select only Mailbox or Edge Transport servers
Detailed status in the configuration process
Improved Hybrid Configuration log

The HCW does the following:

Configures federated delegation

Enables MRS proxy

Adds <domain>.mail.onmicrosoft.com to accepted
domains
Helps secure email flow between on-premises and

Migrating an Existing Hybrid Deployment

to Exchange Server 2013
1. Verify the Exchange Online tenant version

and upgrade if necessary

Before you can install Exchange Server 2013

into your on-premises Exchange Server
organization, you need to fully upgrade any
Exchange Online tenant versions that are lower
than 15.0.000.0!

2. Install Exchange Server 2013 into the on-

premises organization
3. Run the HCW for Exchange Server 2013
4. Test the hybrid deployment

Managing a Hybrid Deployment

A hybrid deployment is a complex configuration that you
need to monitor to make sure all components work
correctly

Make sure the Directory Synchronization tool is running

reliably
Manage the users, distribution lists, and contacts only from
on-premises Exchange Server
Monitor message routing between on-premises and
Exchange Online
Use monitoring software to monitor the federated
delegation
Regularly run the Microsoft Remote Connectivity Analyzer
to verify the configuration
Monitor the middle-tier components
On-premises

Best Practices for Implementing a

Hybrid Deployment
Use the HCW
To test on-premises Exchange Server from the

Internet, use the Microsoft Remote Connectivity

Analyzer
Understand why your organization wants to do a
hybrid deployment
Test the hybrid deployment before you move
production mailboxes
Start slowly, and up speed up after everything is
working
If you run Exchange Server 2007 or Exchange
Server 2010, combine the Exchange 2013 Client
Access and Mailbox server roles on a single server
Do not change the MX resource record until you

Lab: Designing Integration with Exchange

Online
Exercise 1: Designing Integration with

Microsoft Exchange Online

Estimated Time: 60 minutes

Lab Scenario
A. Datum is considering moving some
mailboxes to Exchange Online. A. Datum
wants to ensure not only that the users can
still use their internal adatum.com domain
accounts to authenticate, but also that they
can access their mailboxes online. The
mailbox location should be transparent to
users when they access their mailbox, send
email messages, or book meetings.

Lab Review
Before you can run the Hybrid Configuration
Wizard in the Exchange Admin Center, what
do you need to do?
You run Exchange Server 2010 in a hybrid

deployment. Your current Exchange Online

tenant is version 14.16.190.13. What do you
need to do before you can install Exchange
Server 2013?

Module Review and Takeaways

Review Questions
Tools
Common Issues and Troubleshooting Tips