Office 365 Migration Technical Overview

This presentation provides a technical overview of the migration process for Information Technology Services Faculty & Staff to Office 365. It covers aspects such as Exchange mailbox migration, end user impacts, changes in desktop/device access, and upgrading to Microsoft Office 2016. Key points include credential changes, mailbox consolidation, and the need for new credentials to align with the cloud-based system.

• Office 365 Migration
• IT Services
• Exchange Mailbox
• End User Impact
• Microsoft Office

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1. + Information Technology Services Faculty & Staff Migration to Office 365 Technical Overview: Exchange Mailbox Migration Process August 31st, 2017 Presenter: Ian Thomas

2. +Technical Migration In Context Advisory & Consulting Communication Awareness Outreach Migration Management Technical Migration HQ and Governance Technical Management Everyday Support

3. + Office 365 Migration What is Office 365? UofT UTORexchange File Servers SharePoint

4. + Office 365 Migration End User Impact Changes at the desktop/device Access to Office 365 Services Mailbox Consolidation Credential Change Microsoft Office 2016

5. + Office 365 Migration End User Impact Changes at the desktop/device Access to Office 365 Services

6. + Office 365 Migration End User Impact Changes at the desktop/device Mailbox Consolidation Ian.thomas@utoronto.ca @ ? ian.thomas@mail.utoronto.ca @ Mailbox Primary SMTP Address ian.thomas@dept.utoronto.ca @

7. +Office 365 Migration End User Impact Changes at the desktop/device Credential Change Current Exchange credentials will not work with the cloud NetBIOS e.g. utorarbor\thomasia

8. +Office 365 Migration End User Impact Changes at the desktop/device Credential Change Current Exchange credentials will not work with the cloud NetBIOS e.g. utorarbor\thomasia New credentials required Primary Email Address/UTORid Password WebLogin (for clients that support Modern Auth)

9. +Office 365 Migration End User Impact Changes at the desktop/device Upgrade to Microsoft Office 2016 At the Office At Home On Mobile

10. +Office 365 Migration End User Impact Changes at the desktop/device Upgrade to Microsoft Office 2016 At the Office At Home On Mobile Office Pro Plus

11. +Office 365 Migration Email Migration Phase 1 - UTORexchange Mailbox Migration ~19,000 UTORexchange mailboxes ~1,200 Medicine mailboxes Phase 2 UTORmail migration Phase 3 Decommission Legacy Environments

12. +Office 365 Migration Email Migration Phase 1 - UTORexchange Mailbox Migration ~19,000 UTORexchange mailboxes ~1,200 Medicine mailboxes Phase 2 UTORmail migration Phase 3 Decommission Legacy Environments

13. + Office 365 Migration Current Environment UTORmail UTORmail (IMAP) (~45,000 mailboxes) @utoronto.ca UTORad Enterprise AD One Way AD Trust Azure AD Connect Medicine UTORarbor ADFS 500,000 faculty/staff/students/alumni UTORexchange (~19,000 mailboxes) @utoronto.ca UTORexchange Medicine Exchange Medicine Exchange (~1,200 mailboxes) @utoronto.ca 1,200 40,000 faculty/staff Federated faculty/staff UTmail+ UTmail+ Exchange Clients (230,000 students/alumni) @utoronto.ca, @mail.utoronto.ca, @alum.utoronto.ca

14. + Office 365 Migration Project Phases UTORmail EAD UTORexchange UTORad Enterprise AD One Way AD Trust Azure AD Connect Phase 3 Medicine UTORarbor ADFS UTORexchange Medicine Exchange Federated UTmail+ Exchange Clients

15. +Office 365 Migration Migration Tools Exchange Hybrid Migration (Oxford Plan) Priasoft Migration Suite for O365 Dell/Quest Migration Manager for Exchange (MMEX) Code Two Exchange Migration Suite

16. +Office 365 Migration MMEX Mailbox/Calendar/Public Folder Migration Tool Maintains co-existence via synchronization and attribute manipulation Dell-EMC/Quest

17. + Office 365 Migration MMEX Install/Config UTORmail EAD UTORexchange UTORad Enterprise AD One Way AD Trust Azure AD Connect MMEX Medicine UTORarbor MMAD ADFS UTORexchange Medicine Exchange Federated @exchange.utoronto.ca 1. Install Migration Manager for Exchange (MMEX) 2. Install Migration Manager for AD (MMAD) 3. Establish Federation for free/busy between UTORarbor/Medicine and Office 365 4. Establish mail flow between UTORexchange/Medicine and Office 365 for @O365migrated.ad.utoronto.ca, @utoronto.onmicrosoft.com and @exchange.utoronto.ca Exchange Clients UTmail+ @o365migrated.ad.utoronto.ca, utoronto.onmicrosoft.com

18. + Office 365 Migration Considerations UTORarbor Email Delegation Calendaring Free/Busy Lookup

19. + Office 365 Migration Considerations UTORarbor 1. Primary SMTP Addresses 2. Dependencies Multi-Role @utoronto.ca @utoronto.ca @alum.utoronto.ca @alum.utoronto.ca Single Role Delegate @utoronto.ca @mail.utoronto.ca @mail.utoronto.ca @utoronto.ca @utoronto.ca dept@utoronto.ca

20. + Office 365 Migration Engage Department Internal Audit

21. + Office 365 Migration Engage Department

22. + Office 365 Migration Single Role Pre-stage Enterprise AD UTORarbor Azure AD Connect One Way Trust ADFS SMTP:@utoronto.ca, @exchange.utoronto.ca Federated 1. MMEX creates un-federated O365 User account 2. MMEX synchronizes mailbox content (ongoing) UPN:@utoronto.onmicrosoft.com SMTP:@utoronto.ca, @utoronto.onmicrosoft.com Fwd:@exchange.utoronto.ca

23. + Office 365 Migration Single Role Cutover Enterprise AD UTORarbor Azure AD Connect One Way Trust ADFS UPN:@utoronto.ca SMTP:@utoronto.ca O365 Enabled SMTP:@utoronto.ca, @exchange.utoronto.ca Fwd:@utoronto.onmicrosoft.com Federated Contact SMTP:@utoronto.ca Fwd: @utoronto.onmicrosoft.com 1. Forwarder removed from O365 mailbox 2. Forwarder established on on-prem mailbox 3. @utoronto.ca address removed from on-prem mailbox 4. Contact created on-prem for @utoronto.ca address with forwarding to @O365migrated.ad.utoronto.ca address 5. MMEX Final Mailbox Sync 6. @utoronto.ca address assigned to EAD account, Primary SMTP/UPN set, EAD account enabled for O365 7. Azure AD Connect Links EAD account with O365 account UPN:@utoronto.ca UPN:@utoronto.onmicrosoft.com SMTP:@utoronto.ca, @utoronto.onmicrosoft.com Fwd:@exchange.utoronto.ca

24. + Office 365 Migration Multi-Role Pre-stage Enterprise AD UTORarbor Azure AD Connect One Way Trust ADFS UPN: @mail.utoronto.ca SMTP:@mail.utoronto.ca O365 Enabled @exchange.utoronto.ca Federated @utoronto.ca UPN:@mail.utoronto.ca SMTP:@mail.utoronto.ca, @utoronto.onmicrosoft.com 1. MMEX creates un-federated O365 User account 2. MMEX synchronizes mailbox content (ongoing) UPN:@O365migrated.ad.utoronto.ca SMTP:@utoronto.ca, @o365migrated.ad.utoronto.ca Fwd:@exchange.utoronto.ca

25. + Office 365 Migration Multi-Role Cutover Enterprise AD UTORarbor Azure AD Connect One Way Trust ADFS UPN: @utoronto.ca SMTP:@utoronto.ca, @mail.utoronto.ca UPN: @mail.utoronto.ca SMTP:@mail.utoronto.ca O365 Enabled O365 Enabled @exchange.utoronto.ca Mailbox contents Merged into pre-existing Federated Contact @utoronto.ca Fwd: @utoronto.onmicrosoft.com @utoronto.ca Fwd:@utoronto.onmicrosoft.com 1. Forwarder removed from O365 mailbox 2. Forwarder established on on-prem mailbox 3. @utoronto.ca address removed from on-prem mailbox 4. Contact created on-prem for @utoronto.ca address with forwarding to @utoronto.ca.onmicrosoft.com address 5. MMEX Final Mailbox Sync 6. @utoronto.ca address assigned to EAD account, Primary SMTP/UPN set 7. EAD account changes propagated to O365 account 8. Merge from staging mailbox into production mailbox 9. Temporary staging account/mailbox removed UPN:@mail.utoronto.ca SMTP:@mail.utoronto.ca,@utoronto.onmicrosoft.com SMTP:@utoronto.ca, @mail.utoronto.ca, @utoronto.onmicrosoft.com UPN: @utoronto.ca UPN:@O365migrated.ad.utoronto.ca SMTP:@utoronto.ca, @O365migrated.ad.utoronto.ca Fwd:@exchange.utoronto.ca

26. + Office 365 Migration At the Desktop Desktop migration tool creates new Outlook profile pointing at O365 mailbox, migrates old profile settings Settings Copied UTORexchange Profile Office 365 Profile

27. + Office 365 Migration At the Desktop Desktop migration tool creates new Outlook profile pointing at O365 mailbox, migrates old profile settings Settings Copied UTORexchange Profile Office 365 Profile User starts Outlook and is prompted for authentication primary email address and UTORid password or WebLogin (if enabled for Modern Authentication)

28. + Office 365 Migration On Mobile Depending on device, credential change or profile re- creation will be required Profile creation experience will be much improved over current UTORexchange experience

29. + Office 365 Migration On Mobile Current UTORexchange experience on iOS

30. + Office 365 Migration On Mobile New UTmail+ experience on iOS

31. + Office 365 Migration On The Web {Demo}

32. +Enterprise AD Other Topics/Questions Other Topics/Questions