migrating to office 365: the good, the bad, and the ugly

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Migrating to Office 365: The Good, The Bad, & The Ugly

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Migrating to Office 365:The Good, The Bad, & The Ugly

What are my options?

The Good:

The Bad: IMAP

The Ugly: PST Import

Cons: - Migration can be user driven- No central control / management- PST files must be discovered- Corrupted PST files need to be managed / repaired- Manual effort, not feasible for large migrations

The Ugly: PST migration to Office 365

Pros: - Migration can be user driven- Users can migrate content on demand- Migrates mail, calendar, contacts, and

tasks

PST Migration: PST Capture Tool

- Console needs to be installed on premise (can be a workstation).

- Requires Outlook 2010 (64 bit).

- Agents need to be installed on all workstations to discover PST files.

- Slow, prone to errors.

Prepare CSV file

& launch Import Service

Job

Mark migratio

n as complet

e

Monitor import

& Remediate as

necessary

Change MX

record

Provision

users+

mailboxes

in O365

(license assigne

d)

Create new

Outlook profiles

& Inventor

y PST files

Upload PSTs into

Azure storage

PST Migration: PST Import Service

- Requires the AZ Copy tool to be installed (command line tool).

- Need to know where all the PST files are, or copy to a central location.

- Upload is much faster than PST Capture Tool.

- More automation: PST upload is scripted, CSV file launches a batch process to import emails.

- Email can be imported into main mailbox or archive

- Still need to deal with PST corruption.

Third Party Tools:- Provide automation options.- Can streamline the

migration or import process.

- Can be used to reconfigure Outlook profiles & disconnect PST files.

- Can be agentless.- Provide a console for

migration management.- Can be pricey, needs to be

evaluated against business needs.

The Bad: IMAP Migration to Office 365

Cons: - Only migrates mail, no calendars, tasks, or contacts- Won’t migrate folders with a “/” in the name- Won’t migrate email larger that 35MB- More effort required to create the migration batches- Less controls and lacks good migration reporting- SLOOW

Pros: - Works with a large number of source systems- Users can be migrated in batches- Works with on premise or hosted email systems- On premise migration tools are not required- PowerShell can be used to help automate the

process

Deltasync every

24 hours

Mark migratio

n as complet

e

Change MX

record

Gather IMAP

credentials and prepare

CSV

Provision

users+

mailboxes

in O365

(license assigne

d)

Wizard:Enter server

settings and

upload CSV

Initial sync

Final sync and

cleanup

IMAP Migration Flow

- Manually create distribution groups.

- Provision mailboxes in Office 365 prior to migrating email.

- Requires administrative access to all mailboxes, or each user’s credentials.

Third Party Tools: Use them!

- Better automation options.- Better control over the process.- More options for reporting and

remediation.- Better support (usually).- Greater flexibility and

migration options.- Can be used to reconfigure

Outlook profiles - Provide a console for migration

management.- Almost always worth the cost!

The Good: Exchange to Office 365

Cons: - Requires more effort to set up and configure

Pros: - Greatest amount of control and flexibility- Allows for cutover or staged migrations- Allows for hybrid coexistence and

management- Enables additional identity scenarios

Simple Migrations: Cutover Exchange Migration

- Used to migrate all users at once (Big Bang).

- Migrates all mailbox data.

- Works with Exchange 2003 or newer.

- No coexistence / DirSync – cloud identities only.

- New passwords created for all users

- Doesn’t migrate messages over 35MB.

- Outlook profile is recreated.

Simple Migrations: Staged Exchange Migration

- Migrate users in batches over a period of time.

- Cannot be used with Exchange 2010 or newer.

- Requires DirSync to provision and maintain identities.

- Doesn’t migrate messages over 35MB.

- Outlook profile is recreated.

- Requires mail forwarding once migration is complete.

Deltasync every

24 hours

Mark migratio

n as complet

e

Change MX

record

Configure Hybrid

Pre-Reqs

Configure

Directory Sync

(install ADFS & SSO if

required)

Run Hybrid ConfigWizard

Initial sync

Final sync and

cleanup

Hybrid Deployment: Exchange Integration

- Manage users on-premises and online.

- Enables cross-premises calendaring, smooth migration, and easy off-boarding

- Unified Global Address List (GAL)

- Free/busy and calendar sharing between on premise and Exchange Online.

- Maintain access to on premise Public Folders

- Control mail routing (on premise or Exchange Online)

- Requires DirSync

https://technet.microsoft.com/exdeploy2013

Deployment Tools: Planning

The Exchange Server Deployment Assistant helps you plan your deployment and migration end to end.

A great starting point, whether you’re deploying / upgrading Exchange on premise, or migrating to Office 365.

Deployment Tools: Troubleshooting

The Remote Connectivity Analyzer includes a number of tools to test configuration settings and to troubleshoot issues.

Included on that site now is the Office 365 Support and Recovery Assistant, which is geared more around troubleshooting and resolving common Outlook problems.

https://testconnectivity.microsoft.com

Thanks for listening!

http://masterandcmdr.com @[email protected]

Jeremy Dahl, Office 365 MVP