Office 365 Deployment Lessons from the Field: The Good, the Bad and the UglyGlen GoodaSenior Consultant

OSP334

Session Objectives and Takeaways

Session Objective(s): Apply proven techniques to maximise deployment project success.Provide a list of Resources for you to monitor given the fast pace of movement in Office 365

Key TakeawayMaking use of the Office 365 Communities, Premier Support and deployment guides will improve your chances of leading a successful deployment

The stories you are about to hear are true, from Microsoft Services global deployments with our Enterprise Customers…

Collated into these three scenarios…..

Disclaimer

The good… The bad… …and the Ugly

Quick Questions……

Office 365 : Who is…….

A Thinking of deploying

B Currently deploying

C Has deployed

D None of the above

Quick Questions……

How often does the Office 365 service get updated?

A Once a month

B Every 90 days

C Every 2 -3 years

DNever – Why change a good thing?

MinorUpdates

MajorUpdates

The Bad…

Enterprise Design

Lots of choices….. Simple co-existence, Cloud IDs…. On-premises, hybrid, all cloud… ADFS…. DirSync… Where to begin??

Working with multi-nationals

Multiple Outsourcers Highly Complex Environment Multinational does not equal to a large project team… Also does not equal to a skilled team

Deployment vs. POC?

Do you have buy in from BU’s to deploy. Is deployment shifting to a PoC? Does Corp IT know what’s the case on the ground, site

readiness? PF’s, Networking, Desktop’s, User Profiles?

Tenant sizing Setup Process Existing FOPE customer Rename the tenant Need a lab environment?

Turning the bad to good..

Great Support from Premier, a Partner or Microsoft ServicesA Skilled Consultant with previous experience rolling out Office 365 can really save the day!

Well Managed EngagementManage Change Requests. Call this out in internal meetings. Good representation from senior execs.

The Ugly…

Lack of identified SMEs

Networking, AD, Messaging, ADFS, Security, Helpdesk etc. No Deployment Project Manager or program Manager No clear Executive Sponsor

Company communications

Authentication change for Outlook Clients New URLs, settings and capabilities Internal stakeholders, and disaster response teams

How ugly is your baby?

Going Office 365 does not resolve a Basic / fighting fires environment…. It can exacerbate it

Customer Maturity to Accepting Change in the Service. i.e. Its never seamless….

Service readiness

It’s a Service versus a Product Re-Educate yourself and be prepared to adopt a much

faster rate of change than you may have been accustomed to

Turning the ugly into pretty

CommunicationsDon’t alarm the end users… sell them the benefits

Issue managementIssues should be discussed internally first, decide whether the problem is internal (e.g. firewall, proxy, ISP, client, end user training) or an Office 365 service issue.

Consider this as a major projectThis project is likely to touch many, if not all, users in the organisation… Engage the right resources and dedicate them to the project to ensure its success.

10

Onboarding Milestones at a GlanceCu

stome

r Rea

dines

s

Plan user identity and account provisioning

Infras

tructu

re

Migration Complete

Weeks 3

Review customer

infra-structure

Plan on-premises infrastructure and hardware requirements

Validate solution

alignment

Migration schedule

Checkpoint 1 Checkpoint 2

Planning Complete

Preparation Complete

Checkpoint 3

Production user pilot

Velocity mailbox migrations

Plan network configuration and bandwidth requirements

Run Office desktop setup, deploy client updates

Migration planning

License validation

Customer kickoff meetingProject team defined

Email migration and coexistence tested and validated .

Customer readiness continues

Migration completed

On-premises deprovisioning

defined

Plan client operating systems and client applications

Plan for email coexistence and mail-enabled apps

Network configuration and bandwidth updates

Review Active

Directory

Service configurations

Service desk trainingUser and admin trainingCommunication strategy

Verify domains, remediate Active Directory and DirSync errors

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The Good…

Familiar with the O365 Service

Office 365 Service Descriptions provide descriptions for the components of the suite.

Microsoft Office 365 Deployment Guide (MODG) is intended to help you understand the requirements and workflows for on boarding your organisation to Microsoft Office 365 enterprise plans.

The Office 365 Service Alignment Indicator (OAI) tool can also help identify the specific areas where your business requirements do not align with the Office 365 service offering.

The Exchange Deployment Assistant to give a basis for ‘As Built’ type documentation

The Good…

Training, training, training…..Admins and users

Know what your current provisioning and de-provisioning processes are… Have they changed?

Do users understand Office applications? Are they getting a new version?

How will the Admin and Service Desk role change? What new skills do they need?

Get posters and quick start guides out – generate excitement

Communications before, during and after….

The Good…

Well defined requirements

Only implement features you really need

Clear understanding of whether Cloud IDs or Federated identities will be deployed

Do you need co-existence and for how long?

Co-existence mail flow requirements clearly defined

Clear understanding on whether Directory Synchronisation will be deployed

A hybrid deployment with Exchange 2010 requires two CAS servers for load balancing and redundancy

Single Sign On requires two or more ADFS backend and proxy servers

The Good…

Well planned tenant from day 1

Will your trial tenant be converted into your production tenant or thrown away?

Carefully choose the tenant name as they will appear in Lync Invites and SharePoint There are no tools to rename or migrate data from one

tenant to another

If you have more than 50,000 objects connect Microsoft Support before signing up for a production tenant

Are you already using FOPE standard? Will you migrate the namespace to Office 365?

The Good…

Network ready to go!

All proxy servers and NAT devices identified and remediated

Access to manage internal and External DNS records Bandwidth upgrades implemented based on estimated

network loads The Microsoft Online Deployment Guide is your friend!

Adding a Domain to Office 365External DNS RecordsThird-party SSL CertificatesPorts and ProtocolsFirewall ConsiderationsProxy Device ConsiderationsWAN AcceleratorsHardware and Software Load-balancing DevicesInternet Bandwidth Planning

The Good…

Healthy and Clean Active Directory

All AD remediation that was identified by the Office 365 Deployment Readiness Tool (DRT has been completed

Do UPN’s need to be updated to externally routable namespaces? No mike.smith@customer.local

All duplicate attributes remediated ProxyAddresses UPNs Primary SMTP addresses

The Good…

Mailboxes Prepped, users groups and ready to go..

Decisions made on large mailboxes – Delete / Archive / Migrate

Mailbox migration speed tested Small mailboxes <100MB Medium mailboxes 100-500MB Large mailboxes 500-1.5GB or above As latency increases mailbox migration throughput

slows Do you need regional MRS or Outlook Anywhere

endpoints?

Groups created for migration batches Geographical Business Unit Based on relationships

Manager and PA Generic Helpdesk mailbox and Service Desk staff

The Good…

Migration Method Selected

Existing organisation Number of mailboxes to migrate

Do you want to maintain mailboxes in your on-premises organisation?

Deployment option

Exchange 2010, Exchange 2007 or Exchange 2003

Less than 1,000 mailboxes

NoCutover Exchange migration

Exchange 2007 or Exchange 2003

No maximum YesStaged Exchange migration or hybrid deployment

Exchange 2010More than 1,000 mailboxes

No Hybrid deployment

Exchange 2010More than 1,000 mailboxes

Yes Hybrid deployment

Office 365 for professionals and small businesses

Fewer than 50 * Not applicable **Cutover Exchange migration

Live@edu No maximum YesStaged Exchange migration or IMAP email migration

Exchange 2000 Server or previous versions

No maximum Yes IMAP email migration

Non-Exchange on-premises messaging system

No maximum Yes IMAP email migration

The Good…

Hybrid Mode well planned

Hardware sizing based on current usage profiles and ordered

High Availability requires 2 x Exchange 2010 CAS/HT Servers and a load balancer Redundant ADFS configuration

Third party certificates bought and ordered

Directory Synchronisation healthy

Trust has been established with the Microsoft Federation Gateway: http://technet.microsoft.com/en-us/library/dd335198.aspx

All required SMTP domains have been verified in Office 365

Exchange Web Services have been published on premises: http://blogs.technet.com/b/exchange/archive/2010/07/16/3410408.aspx

Exchange Server 2010 (SP2) license for Hybrid deployment: http://www.microsoft.com/exchange/en-us/licensing-exchange-online-email.aspx

The Good…

Computers patched and apps tested

Healthy and reliable software delivery mechanism e.g. SCCM

Mail enabled applications identified and tested

Line of business applications tested

Computers pre-emptively updated with Software and web browser requirements for Office 365

May have enlisted the help of Desktop Deployment Planning Services (DDPS)

Software Assurance Planning Services Provider website

The Good…

Exchange Server Side Apps Understood&Remediated

Common server-side applications include: Mobile device synchronization services, such as

Research in Motion BlackBerry® Enterprise Server Inbound/outbound Fax solutions Message Scanning, Hygiene solutions Data Leakage protection solutions Mail Routing extensions

What about Multi-function devices?

What about bulk mailing applications?

The Good in a nutshell

Organisations that succeed • See email as a business critical app• Realise it’s a major project, not just a

mailbox move• Assign the necessary resources to the

project• Have a great understanding of the Service

Descriptions• Have an awesome communications and

training strategy aligned with the migration schedule

• Have selected options that work for them• Single Sign On Vs Cloud IDs• Hybrid Vs Simple

• Engaged with a Microsoft Cloud Delivery Executive

• Used Cloud Vantage to the fullest extent possible

MICROSOFT CONFIDENTIAL – INTERNAL ONLY

In Review: Session Objectives And TakeawaysSession Objective(s): Apply proven techniques to maximise deployment project success.Provide a list of Resources for you to monitor given the fast pace of movement in Office 365

Key TakeawayMaking use of the Office 365 Communities, Cloud Vantage, Premier Support and deployment guides will improve your chances of leading a successful deployment

Related Content

OSP331 – Office 365 Voice of the Customer

Exchange Deployment Assistant http://technet.microsoft.com/en-au/exdeploy2010/default.aspx#Index

OSP212 – Introducing Office 365 for Enterprises

OSP224 – Office 365 Identity Federation Technology Deep Dive

EXL311 – Exchange Server 2013 Architecture Deep Dive

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