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Last Updated December 10, 2003

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Known Windows 95/98 to Windows 2000 Upgrade Issues

Although Microsoft supports upgrading Windows 95 and Windows 98 to Windows 2000 Professional, most IT Pros wouldn't recommended it. If you absolutely must, you may want to consult this list first. Pay special attention to the Configuration changes made after the Windows 2000 Upgrade is complete. This is by no means a complete list of issues. For an up to date list, check Microsoft Support Online.
Newest Issues

Joystick Does Not Work After Upgrading to Windows 2000
Microsoft Knowledge Base Article: 228049 - After you upgrade your Microsoft Windows 98/95-based or Microsoft Windows NT 4.0-based computer to Windows 2000 Professional, your joystick does not work.

Monitor Refresh Rate Is Changed After Upgrading to Windows 2000
Microsoft Knowledge Base Article: 228212 - After upgrading your computer from Microsoft Windows 95 to Windows 2000, your video adapter refresh rate may be set to 60 hertz (Hz). Also, the screen may flicker, and this behavior may be more noticeable under fluorescent lighting.

New MSDOS7 Folder After Windows 2000 Upgrade 
Microsoft Knowledge Base Article: 191860 - When you upgrade to Windows 2000 from Windows 98, an MS-DOS option is created on the Windows NT Boot menu, and an MSDOS7 folder is created in the root folder.

No Mouse Pointer After You Upgrade Dell Inspiron 7000 From Windows 98 to Windows 2000 
Microsoft Knowledge Base Article: 305510 - After upgrading a Dell Inspiron 7000 portable computer from Windows 98 to Windows 2000, you may find that there is no mouse pointer.

Syscred.exe Tool Does Not Function After Windows 2000 Upgrade
Microsoft Knowledge Base Article: 227386 - After you upgrade your Packard Bell from Microsoft Windows 98 to Windows 2000, you may receive the following error message when you run the Packard Bell System Credentials (Syscred.exe) tool:

The Windows Key Does Not Start the Utility Manager Tool
Microsoft Knowledge Base Article: 288625 - After you upgrade your computer from Microsoft Windows 98 to Windows 2000 Professional, and then press the Windows key+U, the Utility Manager tool does not start.

Windows 2000 Upgrade Does Not Detect Your Sound Card
Microsoft Knowledge Base Article: 227494 - After you upgrade your computer to Windows 2000, system event sounds may not be played. Also, there may be no playback or recording devices in the Sounds and Multimedia tool in Control Panel, and there may be no audio devices or game controlers.

General Setup Problems
Black Screen with No Cursor During Upgrade from Windows 95/98
Microsoft Knowledge Base Article: 259741 - When you upgrade to Windows 2000 Professional from Microsoft Windows 95 or Microsoft Windows 98, a black screen with no cursor may be displayed after you first restart the computer.

Cannot Upgrade Windows 95/98 Computers That Dual Boot Windows 2000 or Windows NT
If your computer is configured to dual boot between Windows 95/98 and Windows NT, when you upgrade from Windows 95/98 to Windows 2000 Professional, you may receive an error message:  Source: Microsoft KB Article Q232123

Cannot Upgrade Windows 95/98 to Windows 2000 Server 
When you run Winnt32.exe to upgrade a Microsoft Windows 95-based or Microsoft Windows 98-based computer to Windows 2000, you may receive the following message: Source: Microsoft KB Article Q203141

Error Message: Setup Cannot Create the Folder \Winnt\Temp
Microsoft Knowledge Base Article: 239596 - When you upgrade your Microsoft Windows 98/95-based or Microsoft Windows NT 4.0-based computer to Windows 2000, you may receive the following error message

"NTLDR Is Missing" Upgrading or Installing Over Windows 95/Windows 98
Microsoft Knowledge Base Article: 255220 -  When you attempt to install Windows 2000 on or upgrade a Microsoft Windows 95-based or Microsoft Windows 98-based computer, you may receive the following error message after the first reboot:

"NTLDR Is Missing or Corrupt" Error Message During Windows 2000 or Windows NT 4.0 Upgrade 
Microsoft Knowledge Base Article: 318948 - When you upgrade from Microsoft Windows 95 or Microsoft Windows 98 to either of the operating systems listed at the beginning of this article, you may receive an error message similar to the following during the first restart: (updated 6/14/2002) 

Old OS Appears in Startup Menu When You Upgrade to Windows 2000 
When you perform an upgrade from Windows 95 or Windows 98 to Windows 2000 Professional and Setup is interrupted during text-mode (while files are copying), Microsoft Windows continues to be displayed in the Startup menu. Source: Microsoft KB Article Q227299

Running Windows 2000 Setup from Floppy Disks or CD-ROM Does Not Upgrade Windows NT4.0 or Windows 98
Microsoft Knowledge Base Article: 225774 - When you boot your Microsoft Windows NT 4.0-based or Microsoft Windows 98-based computer from the Windows 2000 CD-ROM or floppy disks to run Windows 2000 Setup, you receive the following message: (updated 10/20/2000)

SafeMode Switch for Windows 2000 Setup When Upgrading from Windows 95/98 
When you are upgrading from Microsoft Windows 95 or Microsoft Windows 98 to Windows 2000, the first phase of Setup may stop responding (hang) while Setup is examining the system. (updated 12/29/99) Source: Microsoft KB Article Q241816

Setup Cannot Determine Correct Time Zone During Upgrade
Microsoft Knowledge Base Article: 228409 - When you are upgrading from Microsoft Windows 95 or Microsoft Windows 98 to Windows 2000, you may receive the following error message: (updated 12/29/1999)

"Setup Encountered an Unexpected Critical Error" Error Message When You Upgrade to Windows 2000
Microsoft Knowledge Base Article: 225805 - When you try to upgrade your Microsoft Windows 98/95-based computer to Windows 2000, Setup may not work, and you may receive the following critical error message (updated 6/13/2000)

Winnt32.exe Forces Restart Even When Other Programs Are Open with Unsaved Data
Microsoft Knowledge Base Article: 222958 - When you run Winnt32.exe to upgrade Microsoft Windows 95, Microsoft Windows 98, or Microsoft Windows NT to Windows 2000, you receive the following prompt if other programs are running with unsaved data: Save Document? If you click Cancel, the computer is restarted and you have no opportunity to save the data. (updated 962000)

Windows 2000 Professional Upgrade Can Cause Disk Fragmentation
Microsoft Knowledge Base Article: 262627 - After you upgrade from Microsoft Windows 95 or Microsoft Windows 98 to Windows 2000 Professional, the Disk Defragmenter tool may report that the hard disk is fragmented and should be defragmented. This behavior can occur even if you defragmented the drive before you upgraded to Window 2000 Professional. (updated 9/19/2000)

Windows 2000 Upgrade Is Cancelled by Starting Windows 98/95 During Windows 2000 Setup 
If you start upgrading your Microsoft Windows 98/95-based computer to Windows 2000 but choose to start Windows 98/95 when Windows 2000 Setup restarts for the first time, the upgrade is cancelled. (updated 12/29/99) Source: Microsoft KB Article Q242438

Configuration Issues
All Users Have Administrator Rights After Upgrade 
After you upgrade to Windows 2000 Professional from Microsoft Windows 95 or Microsoft Windows 98 with user profiles enabled, all users who had existing profiles become members of the Local Administrators group. (updated 12/29/99) Source: Microsoft KB Article Q199022

"Automatically Generated Configuration Files" Message 
When you choose to start MS-DOS, Microsoft Windows 95, or Microsoft Windows 98 from the Windows 2000 boot menu, you may see the following message: (updated 12/29/99) Source: Microsoft KB Article Q230482

Cannot Connect to AOL After Upgrading to Windows 2000
Microsoft Knowledge Base Article: 228086 - When you attempt to connect to America Online (AOL) after upgrading to Windows 2000, you may receive one of the following error messages in AOL: (updated 10/19/2000)

Disabled Device Settings May Not Be Retained During Upgrade 
Hardware devices that have been marked as disabled in Device Manager in Microsoft Windows 95 or Microsoft Windows 98 may be enabled when you upgrade to Windows 2000.(updated 12/29/99) Source: Microsoft KB Article Q198868

How to Prevent Windows 2000 Upgrade from Modifying Custom Security
Microsoft Knowledge Base Article: 260242 - The Windows 2000 upgrade process applies Windows 2000 default security settings to registry keys and file system objects. This process overwrites any custom permissions that you previously defined. (updated 4/27/2000)

Mapped Network Drives Not Available After Upgrade
After you upgrade your Microsoft Windows 95-based computer to Windows 2000, network drives that were previously mapped using a local Windows 95 account named "Administrator" are not migrated, and are no longer mapped. (updated 12/29/99) Source: Microsoft KB Article Q227765

My Documents Folder Not Mapped to Individual User's Profile
After you upgrade from Microsoft Windows 98 to Windows 2000, the My Documents folder may be mapped to a common C:\My Documents folder instead of a user's specific folder at C:\Documents and Settings\(updated 12/29/99) Source: Microsoft KB Article Q227867

NetBIOS Is Not Enabled Over TCP/IP After Upgrade 
When you upgrade a Microsoft Windows 95-based or Microsoft Windows 98-based computer configured with a static IP address to Windows 2000, the TCP/IP settings may change. Specifically, if the "Enable NetBIOS over TCP/IP" option (updated 12/29/99) Source: Microsoft KB Article Q226232

Shared Folders Change Permissions Upgrading Windows 95/98 to Windows 2000
When you upgrade a computer running Microsoft Windows 95 or Microsoft Windows 98 that contains shared folders to Windows 2000, the shares are mapped to Windows 2000 share permissions. (updated 12/30/99) Source: Microsoft KB Article Q232956

Upgrading from Windows 98 Does Not Retain Multiple Monitors
Microsoft Knowledge Base Article: 197259 - After you upgrade to Windows 2000 from a Microsoft Windows 98-based computer using multiple monitors, only one monitor may work. (updated 962000)

Upgrade from Windows 95/98 Loses Regional Options "Hot Keys" 
After you upgrade from Microsoft Windows 95 or Microsoft Windows 98 to Windows 2000, your assigned "hot keys" in the Regional Options tool in Control Panel are gone.(size 5518 bytes, updated 12/29/99 4:27:00 PM GMT) Source: Microsoft KB Article Q227978

User Accounts Added to Local Administrators Group After Upgrade
When you upgrade from Microsoft Windows 95 or Microsoft Windows 98 to Windows 2000, all user accounts are added to the local Administrators group in Windows 2000.(size 6475 bytes, updated 12/30/99 11:51:00 AM GMT) Source: Microsoft KB Article Q182734

User Accounts Migrate Only for the Last Logged On User 
When you upgrade from Windows 95/98 to Windows 2000, the Windows Setup program searches for user and computer account objects only for the last user that was logged on to the computer.(size 6091 bytes, updated 12/30/99) Source: Microsoft KB Article Q232859

User Accounts Renamed During Windows 95/98 Upgrade to Windows 2000
When you are upgrading from Microsoft Windows 95 or Microsoft Windows 98 to Windows 2000 Professional, you may be prompted during the Report phase of Setup to provide some compatible names for user accounts on the Windows 95-based or Window  (updated 12/30/99) Source: Microsoft KB Article Q232844

Windows 2000 Setup Changes Some Short File Names 
When you upgrade from Microsoft Windows 95 or Microsoft Windows 98 to Windows 2000, the short file names for some files with long file names may be changed.(updated 12/29/99) Source: Microsoft KB Article Q210649

Windows 2000 Setup Deletes Windows Script Host Files During Upgrade from Windows 98/95
Microsoft Knowledge Base Article: 227724 After you upgrade your Microsoft Windows 98/95-based computer to Windows 2000, all sample script files for the Windows Script Host (WSH), usually located in the Windows\Samples\Wsh folder, are missing. (updated 1/19/00)

Windows 95 Drive Letters May Not Migrate to Windows 2000
When you upgrade your computer from Windows 95 to Windows 2000, drive letter assignments for unformatted partitions may not be migrated. (updated 12/29/99) Source: Microsoft KB Article Q227605

Windows 95/98 Upgrade Overwrites Default User Profile for Windows 2000 
When you upgrade from Microsoft Windows 95 or Microsoft Windows 98 to Windows 2000 Professional, the default Windows 95/98 user profile is retained as the default Windows 2000 profile. (updated 12/29/99) Source: Microsoft KB Article Q214611

Windows Utilities Removed During Windows 2000 Upgrade 
After you upgrade to Windows 2000 from Microsoft Windows 95 or Microsoft Windows 98, some Microsoft Windows utilities or accessories that you copied or moved to a Desktop folder may not be available. (updated 12/29/99 5:15) Source: Microsoft KB Article Q225777

Hardware Issues
A Computer That Has an S3 Graphics Savage4 Video Adapter Stops Responding After You Upgrade from Windows 98 
Microsoft Knowledge Base Article: 309060 - After you upgrade your computer from Microsoft Windows 98 to Windows 2000, the computer may stop responding (hang). (updated 372002) 

Disabled Hardware Devices Enabled After Upgrading Windows 98
After you upgrade a computer from Microsoft Windows 98 to Windows 2000 Professional, any hardware devices that were disabled using Device Manager in Windows 98 are enabled. (updated 12/29/99) Source: Microsoft KB Article Q227612

Display Is Limited to 16 Colors After Upgrading to Windows 2000
Microsoft Knowledge Base Article: 268467 - After you install Windows 2000, your display may be limited to 16 colors and 640 X 480 resolution. In addition, the properties of Display adapter in Device Manager will have a yellow exclamation mark (!) and a Code 10 with the following status: The device cannot start. (Code 10). This may occur if you have a display adapter that uses the NVIDIA chip set and the basic input/output system (BIOS) on your computer does not have an interrupt request (IRQ) assigned for the display adapter. (updated 8/31/2000)

Mouse May Not Work After Installing Windows 2000
Microsoft Knowledge Base Article: 214632 - After you install Windows 2000, or upgrade from Microsoft Windows 95, Microsoft Windows 98, or Microsoft Windows NT 4.0, your bus or InPort mouse does not work. (updated 962000)

Speakers Do Not Work Correctly After Upgrading to Windows 2000
When you upgrade your computer from Microsoft Windows 98 to Windows 2000, your speakers may not work correctly. (size 5826 bytes, updated 12/29/99 4:33:00 PM GMT) Source: Microsoft KB Article Q227805

The Hard Disk Label May Be Garbled in My Computer 
Microsoft Knowledge Base Article: 227548 - If you upgrade a Microsoft Windows 98-based computer that is configured to use the Greek language (code page 737) to Windows 2000 with Greek language settings, the hard disk labels in My Computer that contained Greek characters may not be displayed (updated 3/13/2002) 

Windows 2000 Reboots Continuously with HP 5000 Series Scanner Installed
Microsoft Knowledge Base Article: 258098 - After you upgrade your Microsoft Windows 98-based computer to Windows 2000 Professional, the original Windows 98 drivers for the Hewlett-Packard (HP) 5000 series scanner are retained in the registry, and this prevents you from upgrading or installing the HP scanner. After you install the scanner software, your computer may stop responding (hang), or restart or reboot continuously. (updated 8/14/2000)

Windows Hangs at "Loading Machine Info" with HighPoint UltraDMA ATA/66 Controller
Microsoft Knowledge Base Article: 243018 - If you start your computer using a Windows 2000 CD-ROM to install Windows and you have installed a HighPoint UltraDMA ATA/66 hard disk controller, the computer may stop responding (hang) while the following information is displayed:
Loading Machine Information. You cannot press F6 to install a secondary controller driver. If you upgrade from Windows NT 4.0 or Windows 95/98, you may receive the following error message: Stop 0x0000007b INACCESSIBLE_BOOT_DEVICE (updated 8/31/2000)

Mail
Messaging Services Unavailable After Windows 2000 Upgrade 
When you are upgrading a computer with Microsoft Windows 98 and Microsoft Mail Services and Windows Messaging configured, the System Compatibility report contains the following error message: (updated 12/29/99 4:31) Source: Microsoft KB Article Q227845

Outlook Express Is the Default Mail Client for Windows 2000
Microsoft Knowledge Base Article: 239548 - Microsoft Windows Messaging is not supported in Windows 2000. The default mail client for Windows 2000 is Microsoft Outlook Express. If you upgrade from Microsoft Windows 95 or Microsoft Windows 98, the Microsoft Mail Post Office folder is still available, but Windows Messaging does not work properly. (updated 9/14/2000) 

Screen Savers
Channel Screen Savers Do Not Work After Windows 2000 Upgrade 
After you upgrade your Microsoft Windows 98-based computer to Windows 2000, your Active Channel screen savers may not work properly, or at all. (updated 12/29/99 ) Source: Microsoft KB Article Q227643

"Curves and Colors" Screen Saver Not Available in Windows 2000 
After you upgrade a computer running Microsoft Windows 95 or Microsoft Windows 98 to Windows 2000, the "Curves and Colors" screen saver is no longer available. (updated 12/29/99) Source: Microsoft KB Article Q227822

Upgrade to Windows 2000 May Cause Screen Flicker on Screen Saver Tab 
After you upgrade a computer running Microsoft Windows 95 OEM Service Release 2.1 (OSR2.1) to Windows 2000, the screen may flicker or seem to display static when you view the screensaver. (updated 12/29/99) Source: Microsoft KB Article Q228075

Third Party Software Issues
Cannot Quit Norton Anti-Virus Deluxe 4.0 Rescue Disk Tool 
When you upgrade your Microsoft Windows 98-based computer to Windows 2000, you must first uninstall Norton Anti-virus Deluxe 4.0 to perform a successful installation. If you ignore warnings related to Norton Anti-virus and continue Windows (updated 12/29/99) Source: Microsoft KB Article Q227309

Cannot Upgrade from Windows 95 with Norton Your Eyes Only Installed
When you attempt to upgrade from Microsoft Windows 95 to Windows 2000 Professional on a computer with Norton Your Eyes Only version 1.0 installed, Setup may stop after the first (pre-copy) phase. (updated 12/29/99 3:48:00 PM GMT) Source: Microsoft KB Article Q230668

Error Message: Microsoft Windows 2000 Has Detected Software That Is Not Completely Installed on Your Computer
Microsoft Knowledge Base Article: 242435 - When you attempt to upgrade to Windows 2000, you may receive the following error message: Microsoft Windows 2000 has detected software that is not completely installed on your computer. Windows 2000 Setup cannot continue until you finish installing this software.  To finish the installation process for this software quit Windows 2000 Setup. Log off of your computer and then log back on again. Restart Windows 2000 Setup. The error message occurs again even after you log off and back on as the error message suggests. (updated 10/20/2000)

McAfee ScreenScan Does Not Work after Windows 2000 Upgrade 
After you install Windows 2000 on a computer that is running Windows 98 and McAfee VirusScan ScreenScan, the screen saver may not function properly and VirusScan ScreenScan may not work. (updated 12/29/99) Source: Microsoft KB Article Q227213

Problems with Norton Utilities Version 3.0 and Windows 2000 
When you upgrade your Microsoft Windows 95-based computer running Norton Utilities for Windows 95 version 3.0 to Windows 2000, the following tools may appear on the Incompatibility list: (updated 12/29/99) Source: Microsoft KB Article Q211017

Syscred.exe Tool Does Not Function After Windows 2000 Upgrade
Microsoft Knowledge Base Article: 227386 - After you upgrade your Packard Bell from Microsoft Windows 98 to Windows 2000, you may receive the following error message when you run the Packard Bell System Credentials (Syscred.exe) tool: (updated 10/20/2000)

Third-Party Display Tools Missing After Windows 2000 Upgrade 
Microsoft Knowledge Base Article: 226384 - After you upgrade from Microsoft Windows 95/98 to Windows 2000, some or all of the additional tabs that were installed by a third-party video driver in the Display tool in Control Panel may be missing. These extra tabs may have previously enabled extra functionality or provided the ability to change certain features of your video adapter. (updated 9/12/2000)

Upgrade from Windows 95/98 Does Not Disable or Remove Incompatible Norton Utilities
After you upgrade from Microsoft Windows 95 or Microsoft Windows 98 to Windows 2000 Professional, several Norton Utilities components that are incompatible with Windows 2000 are still accessible. (updated 12/29/99) Source: Microsoft KB Article Q229001

Other Issues
Description of Windows 2000 User Account and Profile Migration 
Microsoft Knowledge Base Article: 232970 - When you upgrade your Microsoft Windows 95-based or Microsoft Windows 98-based computer to Windows 2000, user accounts and their associated settings must be migrated to Windows 2000.(updated 12/30/99)

How to Migrate User Profiles to Windows 2000 
Microsoft Knowledge Base Article: 234548 - This article describes how to migrate your user profile settings in Microsoft Windows 95/98 when you upgrade to Windows 2000.(updated 12/30/99) 

How to Enable Debug Logging of Windows 2000 Upgrade 
Microsoft Knowledge Base Article: 234034 - When you upgrade your Microsoft Windows 98-based or Microsoft Windows 95-based computer to Windows 2000 Professional, the migration process consists of two phases, a Windows 98/95 phase and a Windows 2000 phase. (updated 12/30/99) Source: Microsoft

No Uninstall Available After Upgrading to Windows 2000 
When you upgrade from Microsoft Windows 95, Microsoft Windows 98, or Microsoft Windows NT to Windows 2000, the Setup wizard displays a warning message informing you that your current operating system will be replaced if you continue. Window (updated 12/29/99) Source: Microsoft KB Article Q198698

Specifying Additional Upgrade Packs When Upgrading from Windows 95/98 to Windows 2000 
When you upgrade from Microsoft Windows 95 or Microsoft Windows 98 to Windows 2000, upgrade packs (also known as migration DLLs) are required because of registry and program differences between the operating systems.(updated 12/29/99) Source: Microsoft KB Article Q231418

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