• Top 10 Reasons to Upgrade
  • Web Servers
  • Active Directory
  • Print Servers
  • File Servers
  • Failover Clustering
  • Terminal Servers (Remote Desktop Services)
  • Related Links
  • Microsoft® Windows® Server 2008 R2 White Paper Upgrading from Windows 2000 to Windows Server 2008 R2

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    Specific Workloads

    The sections below contain additional information regarding the benefits of migrating specific workloads, and resources and tools to help.


    Just as Windows Server has evolved since 2000, so has SQL Server.

    With the release of the most recent version of SQL Server, Microsoft has delivered a Trusted, Productive and Intelligent Enterprise Data Platform. There are enhancements and new capabilities engineered into SQL Server 2008 to enable your applications to run better and reduce the amount of time you need to spend managing them. If you have been running existing applications on SQL Server 2000 or 2005, you will find a set of exciting new capabilities to improve your applications and reduce support needs within a familiar management interface. Many of these new features can provide immediate benefits without the need to make application changes.

    Top 10 Reasons to Upgrade

    1. Experience the benefits right away - Significant enhancements ranging from Data and Backup compression to query performance and enhanced database mirroring are available without the need to modify your existing applications.

    2. Enhanced security and auditing – Get data encryption and database auditing capabilities within existing applications.

    3. Improved system management capabilities - Features like policy based server management and new tools such as Performance Data Collection help you effectively manage the growth of your data.

    4. Performance Enhancements – There have been many performance enhancements made throughout the technology stack, including enhancements within Analysis Services, Reporting Services and Integration Services. For example Unisys and Microsoft set a new ETL performance record by loading one terabyte of data in less than 30 minutes using SQL Server 2008 Integration Services. Read about additional performance records.

    5. Predictable System Response – New Features such as query governor and data compression along with general scalability enhancements provide scalable solutions that are more reliable for very large enterprise systems.

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    6. Developer productivity - Tools like Entity Framework and LINQ, and new date/time, FILESTREAM and spatial datatypes provide powerful and easy to use application development enhancements.

    7. Enhanced Business Intelligence capabilities – additional reporting capabilities integrated with Microsoft Office applications and a new report designer application allows the creation of enterprise reports without the need for Developer Studio.

    8. Application Compatibility & ease of Migration - There are upgrade tools available from Microsoft to help manage your upgrade from prior versions. Compatibility has been maintained with the majority of functionality which should enable most applications to upgrade seamlessly. Learn more about all the system changes from the prior version.

    9. Mainstream support – With the latest version of SQL Server you can benefit from a long term and current support path. As of April 2008 SQL Server 2000 has moved off Mainstream support to an extended support path.

    10. Consistent pricing and support – Microsoft continues its pricing policies of SQL Server 2005 with some additional improvements. In addition, by participating in Microsoft’s Software Assurance program you are eligible for product upgrades, support and other benefits.


    Additional technical details on planning and how-to guides for your upgrade are available at these links:

    • Version and Edition Upgrades

    • Using Upgrade Advisor to Prepare for Upgrades – The upgrade advisor allows you to identify syntax and other incompatibility issues that need to be addressed before you can move an older SQL Server database over to SQL Server 2008.

    • SQL Server Upgrade Assistant - The SQL Server Upgrade Assistant helps you capture a baseline on your earlier version of SQL Server and compare the same workload on SQL Server 2008. It allow you to compare key performance characteristics so you know exactly what to expect after the upgrade. Note that it is different from Upgrade Advisor and is usually used in conjunction with it

    • Migrating to SQL Server 2008

    • Upgrading to SQL Server 2008

    • SQL Server 2008 Upgrade Technical Reference Guide

    • SQL Server 2008 Upgrade How-to Topics

    • Getting Assistance with SQL Server 2008

    • Check Parameters for the System Configuration Checker

    Web Servers

    Windows Server 2008 R2 includes many enhancements that make this release the most robust Windows Server Web application platform yet. It offers an updated Web server role, Internet Information Services (IIS) 7.5, and greater support for .NET on Server Core. Design goals for IIS 7.5 concentrated on improvements that enable Web administrators to more easily deploy and manage Web applications, and that increase both reliability and scalability. Additionally, IIS 7.5 has streamlined management capabilities and provides more ways than ever to customize your Web serving environment.

    The following improvements to IIS and the Windows Web platform are included in Windows Server 2008 R2:

    • Reduced Effort to Administer and Support Web-Based Applications

    • Reduced Support and Troubleshooting Effort

    • Improved File-Transfer Services

    • Ability to Extend Functionality and Features

    • Improved .NET Support

    • Improved Application Pool Security


    • IIS 6.0 Deployment Guide - This guide provides prescriptive, task-based, and scenario-based guidance to help you design an IIS 6.0 solution that meets the specific needs of your organization.

    • How to Migrate from IIS 6.0 to IIS 7.0 - This quick guide will help you migrate a Web site from IIS 6.0 to IIS 7.0 using the Web Deployment Tool.

    Active Directory

    By upgrading your network operating system, you can maintain your current network and domain configuration while improving the security, scalability, and manageability of your network infrastructure.

    Before you upgrade your Windows 2000 or Windows Server 2003 Active Directory domains, review your business objectives and decide how they relate to your existing Active Directory infrastructure. Although your objectives might not require other significant changes to your existing environment, the operating system upgrade is an opportune time to review your existing Active Directory design, including your Active Directory logical structure, site topology, and domain controller capacity. You might find opportunities for increased efficiencies and cost savings that you can incorporate into your upgrade process. In addition, ensure that you test your upgrade process in a lab and pilot program.

    When the domain upgrade process is complete, all domain controllers will be running Windows Server 2008 or Windows Server 2008 R2, and the Active Directory Domain Services (AD DS) domains and forest will be operating at the Windows Server 2008 or Windows Server 2008 R2 functional level. At the Windows Server 2008 R2 forest functional level, you can take advantage of all the advanced AD DS features.


    • How to upgrade Windows 2000 domain controllers to Windows Server 2003: http://support.microsoft.com/kb/325379

    • Upgrading Active Directory Domains to Windows Server 2008 AD DS Domains - This guide provides detailed guidance for upgrading Windows 2000 or Windows Server 2003 Active Directory domains to Windows Server 2008 Active Directory Domain Services (AD DS) domains.

    • Active Directory Domain Services and DNS Server Migration Guide - This document provides guidance for migrating the Active Directory Domain Services (AD DS) Server or Domain Name System (DNS) Server roles from an x86-based or x64-based server running Windows Server 2003, Windows Server 2008, or Windows Server 2008 R2 to a new Windows Server 2008 R2 server.

    • Local User and Group Migration Guide - Administrators can use Windows Server Migration Tools to migrate server roles, features, shares, operating system settings, and other data to computers that are running Windows Server 2008 R2.

    • Performing the Upgrade of Active Directory Domains to Windows Server 2008 AD DS Domains: http://technet.microsoft.com/en-us/library/cc725611(WS.10).aspx

    • The same information is also available as a document here: http://www.microsoft.com/downloads/details.aspx?displaylang=en&FamilyID=fa629de2-f4dd-47ac-8d80-3db46b2877a2

    • Verifications that can be made and hotfixes that can be installed before beginning a migration: http://technet.microsoft.com/en-us/library/ee522994(WS.10).aspx#BKMK_KnownIssues

    • Active Directory Migration Tool 3.1

    • ADMT v3.1 Guide: Migrating and Restructuring Active Directory Domains

    Print Servers


    • Migrate Print Servers – See the Migrate Print Servers section of the Print Management Step-by-Step Guide for detailed information about migrating Print Servers.

    • Migrating and Consolidating Print Servers – This paper presents the system administrator with several methods for performing print server consolidations, offering a range of automation and flexibility.

    File Servers


    • Microsoft File Server Migration Toolkit 1.2: http://www.microsoft.com/downloads/details.aspx?FamilyID=d00e3eae-930a-42b0-b595-66f462f5d87b&DisplayLang=en

    • File Services Migration Guide: http://technet.microsoft.com/en-us/library/dd379487(WS.10).aspx

    Failover Clustering


    • How to Upgrade a Cluster from Windows 2000 to Windows Server 2003 – This document describes how to upgrade a cluster from Windows 2000 to Windows Server 2003

    • How to perform a rolling upgrade from Windows 2000 to Windows Server 2003 – This document describes how to perform a rolling upgrade from Windows 2000.

    • Additional information on rolling upgrades: http://blogs.msdn.com/clustering/archive/2008/08/28/8904281.aspx

    • Documentation discussing special cases and consideration when migration to a R2 cluster (from 2003, 2008 or R2). Additional considerations needed for DFS-Replication, DHCP, (MS)DTC, Exchange, File Server, MSMQ, Print, SQL, VMs and 3rd Party Resources. http://technet.microsoft.com/en-us/library/ee791924(WS.10).aspx

    • General Windows Server Failover Clustering migration guide: http://technet.microsoft.com/en-us/library/cc730990.aspx

    • More detailed guidance on DHCP: http://technet.microsoft.com/en-us/library/ee460952(WS.10).aspx

    Terminal Servers (Remote Desktop Services)


    • Upgrading to Windows Server 2003 Terminal Server - This document describes how to upgrade to Windows Server 2003 Terminal Server

    General Information

    The following resources provide additional general information


    • How to Migrate Server Roles to Windows Server 2008 R2 – This document describes how to migrate server roles to Windows Server 2008 R2

    • http://www.hyper-green.com

    • http://support.microsoft.com/win2000

    • Migration from 2003 to 2008: Windows Server Migration Tools

    • Why Upgrade: Upgrading from Windows 2000 Server to Windows 2008 Server R2

    • Guide to Upgrading to Windows 2008

    • Infrastructure Planning and Design Guidelines: http://technet.microsoft.com/en-us/solutionaccelerators/cc197101.aspx


    The Windows Server 2003 and Windows Server 2008 provide significant enhancements over the Windows 2000 family of server products.

    Active Directory becomes an even more powerful administrative resource and can be deployed in heterogeneous environments including Windows 2000 Servers. The Active Directory Installation Wizard simplifies deployments.

    The Microsoft Assessment and Planning toolkit can help locate servers running Windows 2000 Server and provide detailed configuration information, simplifying planning migrations. While the Application Compatibility Toolkit eases the process of verifying whether existing applications will continue to work with the new operating system.

    Considering the age of Windows 2000 Servers, now is the time for all organizations – large and small – to plan a migration and begin enjoying the benefits of newer versions of Windows Server.

    Related Links

    See the following resources for further information:

    Using the Application Compatibility Toolkit at http://www.microsoft.com/windowsserver2003/compatible/appcompat/.

    Top 10 Features for Organizations Upgrading from Windows 2000 Server at http://www.microsoft.com/windowsserver2003/evaluation/whyupgrade/top10w2k/.

    Top 10 Features for Organizations Upgrading from Windows 2000 Server at http://www.microsoft.com/windowsserver2003/evaluation/whyupgrade/top10w2k/.

    For the latest information about Windows Server see http://www.microsoft.com/windowsserver .

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