Windows Server 2008 End of Support Pitch Deck

Windows Server 2008 EOS Pitch Deck

1. (DO NOT SHOW) Azure first-party apps conversation Speaker: SSP, TSP Audience: TDMs, ITIs Title: Use End of Support for Windows Server 2008/R2 as an opportunity to transform Length & version: 30-60 minutes Content level: Level 100 for external and internal use Deck contacts: Sue Hartford Sales cycles: – 50 % Desired outcomes: Workload prioritization and pilot scoping Usage guide: Do not edit slides or text All messages and wording on slides have been approved by marketing leadership. Send any suggested edits to deck contact. Translation of content is allowed. Augment content with local customer stories. Add appendix slides based on customer needs. See the SQL Server 2008 End of Support deck here .

2. Use End of Support for Windows Server 2008/R2 as an opportunity to transform Speaker Name Title

3. The world is changing Cloud Data AI

4. Cloud Data AI Today, 80% of organizations adopt cloud-first strategies 2 Data will grow to 163ZB in 2025 1 AI investment increased by 300% in 2017 3 Organizations that harness data, the cloud, and AI out perform 1IDC White Paper, Data Age 2025: The Evolution of Data to Life-Critical; 2Building Trust in a Cloudy Sky; 3A Trillian Dollar Boost: The Economic Impact of AI on Customer Relationship Management

5. Capacity needs Hardware or Cloud OS Data Store Modernization triggers Security threats ! Software and hardware refresh Integrate acquisitions Datacenter contracts expiry End of support Compliance Application innovation

6. No security updates Compliance concerns Missed innovation opportunities SQL Server 2008 and 2008 R2 Extended Support ends July 9, 2019 2018 2019 2020 Extended Support ends January 14, 2020 Windows Server 2008 and 2008 R2 Deadline to act before End of Support Impact of End of Support Find lifecycle support deadlines at: support.microsoft.com/lifecycle

7. 4.2B records stolen by hackers in 2016 20% of organizations lose customers during an attack Security updates are mission critical in today’s world Other regulations for protecting data New requirements May 25, 2018 GDPR 30% of organizations lose revenue during an attack Sources: Risk Based Security Report, 2017; Cisco 2017 Annual Cybersecurity Report; Juniper Research Cybercrime & The Internet of Threats, 2017

8. 2x nearly double operating margin $40k more revenue per employee 50% higher average net income on revenue Seize EOS as opportunity to transform Organizations that adopt modern Cloud, Data, and AI technologies outperform Source: Data & Analytics Maturity Model & Business Impact, The Digital Business Divide, Keystone Strategy whitepapers, 2016

9. Migrate to Azure Upgrade Upgrade to Windows Server 2016 and get cloud and DevOps ready Upgrade on-premises Rehost Migrate Windows Server 2008 and 2008 R2 workloads to Azure VM Refactor, Rearchitect , or Rebuild Innovate with Windows Server containers and Azure services Weighing your options Is it time to move to the cloud?

10. Paths to upgrade and stay protected     Migrate to Azure Upgrade to latest version Windows Server 2016 or 2019 SQL Server 2017 Can’t meet the deadline? Protect server workloads Buy extended security updates to get 3 more years of security updates for Windows Server and SQL Server 2008 or 2008 R2 Upgrade when ready Migrate applications to Azure VMs Get free extended security updates for Windows Server 2008 and 2008 R2 VM’s for three years after deadline Migrate data to Azure Managed Instances or VMs Azure SQL Database Managed Instance offers a version-free option Get free extended security updates for SQL Server 2008 and 2008 R2 in Azure VM’s for three years after the deadline Modernize when ready Upgrade in Azure when ready Transform apps and data with Azure services Upgrade on-premises OR

11. 3 reasons to migrate 2008 server applications to Azure now Realize significant cost savings vs. on-premises Use cloud innovation to retire technical debt Improve security and compliance Azure Hybrid Benefit Free extended security updates Infrastructure optimization Azure IaaS Azure SQL Database Azure App Service Secure cloud foundation Built-in, multi-layered security controls More certifications than other providers

12. Azure is the most cost-effective cloud for Windows Server Get free extended security updates for Windows Server 2008/2008 R2 for three more years Save with Azure Hybrid Benefit , an Azure-only benefit for customers with active SA or subscription licenses Significantly reduce the costs of migrating to the cloud Run Datacenter edition on-premises and save on up to 2 VMs and up to 16 cores in Azure Move Standard edition licenses and save on up to 2 VMs and up to 16 cores in Azure AWS is 5x more expensive than Azure Learn more at: http://aka.ms/Why5xmore Use existing licenses and pay only the “base rate” on Azure Virtual Machines (IaaS)

13. Azure vs. AWS cost comparison Compare the cost of running Windows Server VMs Other cloud service providers may claim to have similar savings to the Azure Hybrid Benefit, but you’ll need to repurchase your Windows Server license on those clouds. And only Azure offers free extended security updates for Windows Server 2008 and 2008 R2. What’s being compared?* Azure AWS One D2 v3 Windows Server VM One m5.large Windows Server VM US West 2 region US West (Oregon) region 744 hours/month 744 hours/month Uses Azure Hybrid Benefit to pay reduced compute rate (SUSE Linux Enterprise Basic rate) for 3-year Reserved Instances. Software Assurance required. Uses Windows Server Reserved Instances rate under standard 3‑year term with upfront payment. Free extended security updates in Azure for Windows Server 2008/2008 R2 virtual machines. Extended security updates cost is based on Windows Server Standard open NL ERP pricing in USD. *Prices are as of October 24, 2018 and subject to change. Actual regional pricing and program discounts may apply. Actual savings may vary based on region, instance size, and performance tier. Savings exclude Software Assurance costs, which may vary based on Volume Licensing agreement. Contact your sales representative for more information.

14. Windows Server + Azure: Better Together Best hybrid cloud experience for Windows Server Hit the cloud running using your Microsoft expertise and familiar tools. Run SharePoint, SQL Server or any app on Windows Server virtual machines in Azure. Gain cloud agility with Windows Server containers. Extend your datacenter to Azure for unique hybrid scenarios with Active Directory, cloud storage, and more. Get support from a single vendor. Most cost-effective cloud for Windows Server Only Azure offers extended security updates for Windows Server 2008 and 2008 R2 for no additional cost Use existing licenses to save up to 73%* compared to AWS with the Azure Hybrid Benefit and Azure Reserved Instances. Most powerful security at the OS and cloud levels Combine the built-in security features of Windows Server 2016 with Azure, the most compliant cloud. Use Azure Security Center for monitoring and threat protection across on-premises and cloud.

15. Windows Server 2019 Unique hybrid capabilities with Azure Advanced multi-layer security Faster innovation for applications Unprecedented hyper-converged infrastructure

16. Hybrid & HCI App modernization Cloud-ready Mission critical Software-defined Datacenter scale Virtualization Upgrade for more Windows Server innovation Windows Server 2008 Windows Server 2008 R2 Windows Server 2012 Windows Server 2012 R2 Windows Server 2016 Hyper-V Live Migration ● PowerShell Storage Spaces ● Server Manager ● Hyper-V enhancements Storage Tiering ● Storage QoS ● Network virtualization ● IPAM Shielded VMs ● Storage Spaces Direct ● Windows Server containers ● Network Controller Windows Server 1709 and 1803 Smaller container images ● Linux containers ● Windows Subsystem for Linux ● .NET 2.0 standard Windows Server 2019 Windows Admin Center ● System Insights ● Hyper-Converged Infrastructure ● Cluster Sets ● Azure Integration

17. Docker & Linux Mission critical and cloud performance Cloud-ready Self-service BI Performance and productivity Mission critical Modern DB platform Upgrade for more SQL Server innovation SQL Server 2008 SQL Server2005 SQL Server 2008 SQL Server 2008 R2 SQL Server 2012 XML ● KPIs Management studio ● Mirroring Compression ● Policy-based mgmt. ● Programmability PowerPivot (In-Memory) ● SharePoint integration ● Master data services AlwaysOn ● In-Memory ColumnStore ● Data quality services ● Power View ● Cloud SQL Server 2014 In-memory across workloads ● Performance & scale ● Hybrid cloud optimized ● HDInsight service ● Cloud BI SQL Server 2016 & 2017 Industry leading performance ● End-to-end mobile BI ● AI built-in ● Choice of language & platform ● Easy migration to the cloud

18. The Allscripts prescription for agility: lift and shift to the cloud Allscripts is a leading healthcare software manufacturer, serving physician practices, hospitals, health plans, and Big Pharma. To transform its applications frequently and host them securely and reliably, Allscripts has started to use Microsoft Azure. In just three weeks, the company lifted and shifted dozens of acquired applications running on 1,000 virtual machines to Azure. Allscripts also develops software in Azure and realizes dramatic time-to-market gains and savings by using the Azure platform as a service offering. Country United States Industry Partner professional services Organization size 10,000 employees Products and services Microsoft Azure Azure Cosmos DB Azure Site Recovery Azure SQL Database Azure Virtual Machines

19. Assess Inventory Windows Server 2008 and 2008 R2 workloads in your environment and determine migration path. Migrate Upgrade to Windows Server 2016 or migrate to Azure with guidance, resources and tools. Optimize Use Azure hybrid services to manage cost and resources, and strengthen security and compliance across your hybrid cloud workloads. Visit our End of Support resource center at: www.Microsoft.com/2008-eos Get started

20. Last resort option Recommended action End of support for other products: know your options End of support means security updates are no longer provided. We have options to upgrade across cloud and on-premises. For more information, visit www.microsoft.com/lifecycle . Extended support ends Fallback option July 9, 2019 January 14, 2020 January 14, 2020 January 14, 2020 October 13, 2020 October 13, 2020 Migrate to Azure 2008/R2 Virtual Machines and get 3 more years of free extended security updates. Upgrade when ready Upgrade on-premises to Windows Server 2016 or 2019 Upgrade on-premises to Exchange Server 2016​ Migrate to Windows Virtual Desktop in Azure and get free extended security updates for 3 more years Migrate to Office 2019 Upgrade to SharePoint Server 2019 Buy extended security updates for on-premises servers desktops Upgrade on-premises to Exchange Server 2013 Buy extended security updates for on-premises desktops Migrate to a supported version of Office Upgrade to SharePoint Server 2013 2008 and 2008 R2 2008 and 2008 R2 Move applications to Azure SQL DB Managed Instance or SQL Server 2017/2019 on Azure VMs or on-premises Migrate applications to Azure 2008/R2 Virtual Machines and get 3 more years of free extended security updates. Upgrade when ready Migrate to Exchange Online/Office 365 ​ Shift to a modern desktop with Windows 10 and Office 365 ProPlus Migrate to SharePoint Online/Office 365

21. Resources Windows Server 2008 EOS website Explore Windows Server 2019 2008 upgrade documentation Learn about Windows Server and GDPR Visit the Azure Migration Center Save with Azure Hybrid Benefit Compare costs with the Azure TCO calculator Protect hybrid servers with Azure Security Center Visit our End of Support resource center at: www.Microsoft.com/2008-eos

22. Appendix

23. Save big on Windows Server workloads in Azure Disclaimers The 80% saving is based on the combination of Windows Server Azure Hybrid Benefit and 3-year Azure Reserved Instances. The cost does not include Software Assurance cost. Sample annual cost comparison of two D2V3 Windows Server VMs. Savings based two D2V3 VMs in US West 2 Region running 744 hours/month for 12 months; Reduced compute rate at SUSE Linux Enterprise rate for US West 2. Azure pricing as of 04/24/2018. AWS pricing as of 04/24.2018. Price subject to change. Actual savings may vary based on location, instance type, or usage. $$$ $$ $ Cost Pay-as-you-go Save big 49% Azure Hybrid Benefit for Windows Server vs. pay-as-you-go Save even more 80% Azure Hybrid Benefit for Windows Server + Azure Reserved Instances 3-year savings vs. pay-as-you-go

24. Use existing licenses to save big on Azure Disclaimers The 80% saving is based on the combination of Windows Server Azure Hybrid Benefit and 3-year Azure Reserved Instances. The cost does not include Software Assurance cost. Sample annual cost comparison of two D2V3 Windows Server VMs. Savings based two D2V3 VMs in US West 2 Region running 744 hours/month for 12 months; Reduced compute rate at SUSE Linux Enterprise rate for US West 2. Azure pricing as of 04/24/2018. AWS pricing as of 04/24.2018. Price subject to change. Actual savings may vary based on location, instance type, or usage. $$$ $$ $ Cost AWS Microsoft Azure 73% Azure Hybrid Benefit for Windows Server + 3-year Azure Reserved Instances Windows Server in AWS with 3-year AWS Reserved Instances Azure is the most cost-effective cloud for Windows Server Maximize your investment in Microsoft server software

25. Microsoft Azure Hardware costs $ Software costs Windows Server $ SQL Server $ VMware, security $ Extended security updates for 2008/R2 $ Upgrade costs $ TOTAL $ Hardware costs $0 IaaS or PaaS services $ Include cost savings from Azure Hybrid Benefit and Reservations Extended security updates for 2008/R2 $0 Migration/training costs $ TOTAL $ On-premises

26. Extended security updates for 2008 and 2008 R2—free in Azure Extended support e nds January 14, 2020 Windows Server 2008 and 2008 R2 SQL Server 2008 and 2008 R2 Extended support e nds July 9, 2019 2018 2019 2020 IaaS: Move to Azure VMs, get 3 more years of extended security updates at no additional charge PaaS: Move SQL Server to Azure SQL Database Managed Instance (version free, fully managed, no patching needed) Use Azure Hybrid Benefit to maximize on-premises investments Upgrade to current Windows Server/ SQL Server versions OR Buy 3 more years of extended security updates on 2008/2008 R2 Migrate to Azure Stay on-premises

27. GDPR enforcement begins May 25, 2018 What is the GDPR? General Data Protection Regulation (GDPR) is a comprehensive new privacy law that establishes strict global privacy requirements governing how you manage and protect personal data while respecting individual choice—no matter where data is sent, processed, or stored. What is the affect of GDPR on organizations? Failure to comply with the GDPR could result in significant penalties. However, when IT decision makers in Europe and the U.S. were asked to identify their top concerns in achieving GDPR compliance, they ranked “protecting customer data” as #1 while avoiding fines ranked last. GDPR affects organizations everywhere When it comes to GDPR compliance, it’s not just European Union (EU) organizations affected, it’s also those outside of the EU who process data in connection with the offering of goods and services to, or monitoring the behavior of, EU residents. Source: Microsoft GDPR survey, November 2017 41% of organizations are likely to move to the cloud to become compliant 41% 92% 92% of IT decision makers with data in the cloud are confident in their ability to be compliant

28. End of Support and GDPR Azure and GDPR Microsoft designed Azure with industry-leading security measures and privacy policies to safeguard your data in the cloud, including the categories of personal data identified by the GDPR. Identifying what data you have and controlling who has access to it is a critical requirement of the GDPR. Azure enables you to manage user identities and credentials and control access to your data. Windows Server and GDPR Windows Server administrators can deploy automatic file classification in Active Directory to create personal data classification rules, and then assign values to the resource properties for files on the file server. Windows and related tools include security features that are enabled by default and can help you to comply with General Data Protection Regulation (GDPR) requirements. Just Enough Administration Credential Guard Shielded Virtual Machines Advanced Logging

29. Product release End of support Mainstream Support 5 years Extended Support 5 years New features Security updates Non-security updates Security updates Non-security updates Overview of server product lifecycle End of support means the end of security updates Examples of recent “critical” and “important” security updates Event/Incident Severity/Impact Petya Critical/Remote Code Execution Meltdown/ Spectre (Speculative Execution Side Channel Attacks) Important/ Information Disclosure Find lifecycle support deadlines at: support.microsoft.com/lifecycle

30. Server age has increased In 2015 41% In 2017 20% Microsoft Research, February 2018 Percentage of servers <5 years