Tech days 2013 - Deploying a hybrid configuration w/ Exchange 2013
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Tech days 2013 - Deploying a hybrid configuration w/ Exchange 2013



Hybrid: the cloud at your own terms! In this session you will learn everything there is to know on how to successfully deploy Exchange 2013 in hybrid mode.

Hybrid: the cloud at your own terms! In this session you will learn everything there is to know on how to successfully deploy Exchange 2013 in hybrid mode.



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  • Image courtesy: the internet
  • Build your on-premise Exchange environment; if already exists add Exchange 2013 into the organization.
  • User updates Hybrid Configuration (Update-HybridConfiguration)Hybrid Configuration Engine reads the “new” desired stateConfig Engine compares current config On-Prem <> OnlineConfig Engine updates configuration with the differences between current and desired state
  • Image courtesy: the internet

Tech days 2013 - Deploying a hybrid configuration w/ Exchange 2013 Presentation Transcript

  • 1. Deploying Exchange 2013 inHybrid ModeMichael Van HorenbeeckTechnology Consultant – Xylos, Exchange Server
  • 2. Building a hybrid configurationExpectations… Reality (Ex2013)…
  • 3. What is a hybrid deployment? “Virtual Exchange Organization” “The Internet” Exchange Exchange On-Prem Online (Office 365)
  • 4. Why hybrid?• Long-term coexistence• Take advantages of features like e.g. Exchange Online Archiving• Large migrations where cutover isn‟t possible (e.g. EX2010 +)• Transparent mailbox moves (to or from Exchange Online) • “Online” Mailbox Moves • No OST resync!• Interaction with 3rd party applications • e.g. Fax Solutions
  • 5. Hybrid Configuration Primer
  • 6. DirSync WritebackWrite-Back attribute Exchange "full fidelity" featureSafeSendersHash Filtering: Writes back on-premises filtering and onlineBlockedSendersHash safe and blocked sender data from clients.SafeRecipientHashmsExchArchiveStatus Online Archive: Enables customers to archive mail.ProxyAddresses Enable Mailbox: Off-boards an online mailbox back to(LegacyExchangeDN <online LegacyDn> as X500) on-premises Exchange. Enable Unified Messaging (UM) - Online voice mail: This new attribute is used only for UM-Microsoft Lync ServermsExchUCVoiceMailSettings 2010 integration to indicate to Lync Server 2010 on- premises that the user has voice mail in online services.
  • 7. A trip down memory lane…
  • 8. Hybrid Configuration Wizard (SP2)
  • 9. Introducing the „new‟ hybridconfiguration wizard• Single-step, adaptive configuration wizard• Enhanced mail-flow capabilities • Improved centralized mail flow • Easier setup of secure mail flow (no more whitelisting IP’s!)• Integrated support for Exchange 2010 Edge Transport server• Leverages Exchange Online Protection• Enhanced & more detailed logging
  • 10. Hybrid Prerequisites• Directory Synchronization (DirSync)• “Hybrid Server”• Add Office 365 tenant to Exchange Admin Center• Certificates • Exchange Web Services • 3rd party certificates for TLS between Exchange Online & On-Premises • Self-Signed Certificate for use w/ Microsoft Federation Gateway (automatic)Optional:• ADFS (though recommended)• Edge Transport Server may make life easier (more about that later)
  • 11. Typical deployment process1. 2. 3. 4. 5. Configure Setup DirSync Configure Configure Deploy SSO (optional) Certificates WebServices Exchange 7. 6. MX “The Internet” Configure Run Hybrid MX Records Configuration Wizard
  • 12. Hybrid Configuration WizardWorkflow Hybrid Configuration Engine
  • 13. Supported topologies Office 365 (v 2010) Office 365 (v 2013) Office 365 (v 2013) w/ On-Prem 2010 w/ On-Prem 2013 Exchange 2003 SP2 (X) (X) Exchange 2007 SP2/SP3 (X) (X) Exchange 2007 SP3 Urx (X) (X) (X) Exchange 2010 SP1 X Exchange 2010 SP2 X Exchange 2010 SP3 X X X Exchange 2013 N/A X (X) = supported w/ dependencies X = supported
  • 14. Deployment Considerations• Delegates • Migrated, but mailboxes must be moved at the same time• Mailbox Permissions • Cross-premises permissions NOT supported • Only explicit permissions get migrated to Exchange Online.• Multi-forest scenarios are not supported• Interaction with legacy / 3rd party applications • Web Services? • Use an SMTP gateway?• Bandwidth
  • 15. Hybrid mailbox moves MRS “The Internet” Exchange Exchange On-Prem Online (Office 365) Admin
  • 16. Mailbox moves: user experience• When using SSO, moves to Exchange online are fully transparent• Without SSO, users get a new password• Outlook profile is updated automatically through Autodiscover
  • 17. Common mistakes/issues• Certificates • Expired • Not from a trusted source • Missing/Wrong subject (alternative) name• Single Sign-On• Free/Busy not working• Peers not recognized as “internal”• Outlook-related (e.g. missing updates)
  • 18. Troubleshooting• Hybrid Configuration Log Files • <drive>:Program FilesMicrosoftExchange ServerV15LoggingUpdate- HybridConfiguration• Review Federation Information • Get-FederationInformation –DomainName <domainname>• Review OrganizationRelationShips • Get-OrganizationRelationShip | fl *• Troubleshoot connection issues (e.g. AutoDiscover/Web Services) • Remote Connectivity Analyzer (
  • 19. Ex2013 Deployment Assistant
  • 20. Key takeaways Mind the prerequisites! Check certificates. Use tools like ExDeploy and remote connectivity analyzer to plan and validate your deployment Review the hybrid configuration logs for more information.
  • 21. Related Sessions• Tuesday • Office 365: Do’s and Don’ts (Ilse Van Criekinge) • Troubleshooting Federation, ADFS and More (John Craddock)• Wednesday • Office 365 ProPlus: Click-to-run deployment and management (Brian Shiers) • Office 365 Identity Management Options (Jethro Seghers, Michael Van Horenbeeck)
  • 22. The resultIf you follow the advice from this session, you‟ll probably end up withsomething like this ;-) THANK YOU!