How to Install Windows 2000 on VMware Fusion in macOS / Mac

In this article, we will examine how to run Windows 2000 on a new virtual machine using VMware Fusion 12 Pro in macOS operating system on an Apple Mac computer.

How to Install Windows 2000 on VMware Fusion in macOS/Mac

How to Set Up Windows 2000 on macOS / Mac using VMware Fusion 12

Microsoft ended the main support of the Windows 2000 operating system, which was released for home and business users on February 17, 2000, on June 30, 2005, and extended support on July 13, 2010.

Windows 2000 has a total of four versions: Professional, Server, Advanced Server, and Datacenter Server.

When you want to run Windows 2000, one of the old versions of Windows, on an up-to-date Apple Mac computer, you can use the Fusion virtual machine program developed by VMware for macOS systems.

With the Fusion software, which allows you to use old Windows systems on the most up-to-date macOS systems, you can also experience other old systems by installing them.

How to Create a New Virtual Machine for Windows 2000

After installing the Fusion software on your Mac, you can create a new virtual machine and install either old or new versions of Windows.

When installing an old Windows operating system with Fusion, you need to downgrade the hardware version of the guest machine. When you install it with the latest hardware version, some devices’ hardware drivers will not be installed and your system will not work stably.

Step 1

After opening your Fusion Pro software, select Create a custom virtual machine from the installation options methods, and then click Continue.

Choosing a Virtual Machine Installation Method

Step 2

Since you will install a Microsoft operating system in the Guest operating system selection window, select Microsoft Windows from the left panel and then select Windows 2000 Professional from the system versions listed.

Choosing a Guest Operating System

Step 3

In the virtual disk selection window, you need to select Create a new virtual disk because you will be installing Windows from scratch. If you want to add a Windows 2000 system that you have installed before to your virtualization program again, you need to continue with the Use an existing virtual disk option.

Creating a New Virtual Disk

Step 4

In the summary window showing the settings of the Windows 2000 guest machine, click Customize Settings to better configure the hardware settings and click Save to confirm the default location in the installation location window that opens.

Configuring the Virtual Machine Installation Location

Step 5

After opening the settings of the Windows 2000 virtual machine, click Processors & Memory and select the virtual memory size according to the RAM size of your host computer.

Increasing Virtual Memory Size

Step 6

If you want to add your guest machine to the local network your Mac is connected to, select the Ethernet network port in the settings of the Network Adapter device.

Selecting the Ethernet Adapter

Step 7

To add a Windows 2000 ISO file to the virtual machine, click Choose a disc or disc image from the pop-up window in the CD/DVD device settings.

Adding a Windows 2000 Professional ISO File to the Virtual Machine

Step 8

Select the Windows 2000 Pro SP4 ISO file you downloaded to your Mac from and click Open.

Choosing the Windows 2000 Professional ISO File

Step 9

If you are not going to use a printer in your Windows 2000 guest operating system, delete the printer port.

Deleting the Virtual Printer Port

Step 10

As we mentioned when installing older Windows systems with Fusion, you need to set the hardware version to an older version. Set the Hardware Version value from 18 to 6 in the Compatibility settings of your virtual computer and click the Apply button.

Downgrade Hardware

Step 11

Change the Troubleshooting setting to None in the Advanced settings and disable the Side Channel Mitigations feature to make your virtual PC work more efficiently and effectively.

Disabling Troubleshooting and Side Channel Mitigations

Step 12

After running the Windows virtual computer you prepared, click Don’t Upgrade in the Upgrade virtual machine warning window to enable using the latest features. This warning window appears because you have configured the hardware version for an older Fusion program.

Running the Windows 2000 Virtual Computer

How to Install Windows 2000

After preparing a new virtual PC for Windows 2000 Pro, you can set up the system as if you were installing it on a physical computer in the real world.

Step 1

At the Windows 2000 Professional Setup screen, you can press Enter to continue the installation, R to choose to repair your system, or F3 to exit the setup wizard.

Windows 2000 Professional Setup

Step 2

You can press Page Down to read the full Windows 2000 license terms. After reading the license agreement, press F8 to accept.

Accepting the License Agreement

Step 3

Since you have created a new virtual disk, you will see the unallocated disk in the disk configuration window. In this step, you can press Enter to start the Windows installation directly by doing the automatic disk configuration.

If you have created a larger virtual disk and are going to partition the virtual disk, you can create a new partition on the disk by pressing the C key.

Configuring Unallocated Disk Space

Step 4

Press Enter to confirm the virtual disk size automatically determined by the installation wizard and create a new partition.

Confirming Disk Size

Step 5

After creating the C drive on the disk of your guest machine, press Enter to start installing Windows on the relevant drive.

Installing Windows on C Drive

Step 6

Since the partition you selected to install Windows is not formatted, you can select the NTFS or FAT file system by pressing the up or down arrow keys. Press Enter to format the virtual disk using the NTFS file system.

Format Partition using NTFS File System

Step 7

Wait while the setup wizard formats your virtual disk using the NTFS file system.

Formatting C Drive

Step 8

Wait while the setup wizard copies the Windows 2000 system files to disk.

Copying Windows System Files

Step 9

After the system files are copied, press Enter to restart your virtual system directly.

Restarting the Virtual PC

Step 10

Wait while Microsoft Windows 2000 Professional starts up.

Microsoft Windows 2000 Professional Built on NT Technology

Step 11

Click Next for the setup wizard to collect some information about you and your computer to set up your system accordingly.

Windows 2000 Setup Wizard

Step 12

Wait while Setup determines and installs devices such as the mouse and keyboard of your virtual computer.

Installing Hardware Drivers

Step 13

The system location determines how numbers and dates appear on your system. Since the system location is set to English (United States) by default, you can click Customize to change this value according to where you live.

Likewise, each user will have the US keyboard layout. You can change your keyboard layout according to the keyboard layout of your host computer.

Configuring Region and Keyboard Layout

Step 14

If your Windows 2000 software belongs to a company or organization, fill in the relevant fields in this window and continue.

Typing the Company or Organization Name

Step 15

Enter your 25-character Windows 2000 Pro product key and click Next.

Entering the Windows 2000 Product Key

Step 16

The setup wizard generates an estimated computer name. If you want to have a more organized structure, type a computer name that will be different from your other computers on the network and click Next.

Typing a Computer Name

Step 17

Check the system date and time, and after configuring the time zone according to the region you live in, click Next.

Configuring Date and Time Settings

Step 18

At this stage, wait while Windows loads the network components.

Loading Network Components

Step 19

If you want to assign an IP address from a DHCP server to your virtual computer, select Typical Settings and click Next.

Selecting Typical Network Settings

Step 20

If you are not going to add your virtual computer to a domain environment, continue with the No selected by default.

Choosing Workgroup

Step 21

Wait while the setup wizard installs the Windows 2000 components.

Installing Windows 2000 Components

Step 22

Wait while the setup wizard configures the start menu items, registry items, and system settings.

Editing System Settings

Step 23

After installing Windows 2000, you can remove the installation media from your optical drive and restart your system.

Closing the Windows Setup Wizard

Step 24

After restarting your virtual system, click Next when the Network Identification Wizard opens.

Network Diagnostics Wizard

Step 25

Always check the username you will log in to your virtual computer and continue.

Editing Login Information

Step 26

Wait while Windows configures Internet tools and services, as well as system services.

Setting Up Browser, Internet and System Services

Step 27

After configuring the system settings, the Microsoft Windows 2000 Professional desktop environment will be as follows.

Windows 2000 Pro Desktop Layout

How to Install VMware Tools

After installing Windows 2000 with VMware Fusion on macOS, you need to install VMware Tools to use the virtual computer more efficiently and to enable full-screen resolution.

Step 1

When you try to install VMware Tools on Windows 2000, as in the image below, you will get the error “Microsoft Runtime DLLs cannot be installed on this operating system. Please see Microsoft KB835732 for details.”

In order to install VMware Tools, you must first install the KB835732 update on your guest system.

VMware Tools Installation Error

Step 2

After downloading the KB835732 update to your host computer, click Virtual Machine / CD/DVD / Choose a Disc or Disc Image in the Fusion tool menu to add the ISO file to the virtual machine.

Adding KB835732 ISO to the Virtual Machine

Step 3

Select the Windows2000-KB835732-x86-ENU.iso file and click Open.


Step 4

You cannot copy any files or programs from your Mac to the virtual machine without VMware Tools installed in the virtual machine. Therefore, you need to add the KB835732 update to the system as an ISO file.

After mounting the ISO image to the system, view the CD contents and start the KB835732 installation.

Installing Windows2000-KB835732-x86-ENU

Step 5

The KB835732 setup wizard informs you that you must first back up your system. After performing the necessary precautions, continue by clicking Next in the setup wizard.

KB835732 Setup Wizard

Step 6

Accept the Windows 2000 KB835732 license agreement and click Next again.

Accepting License Terms

Step 7

Wait while your Windows 2000 system is updated.

Installing Update

Step 8

After installing the KB835732 update, close the wizard and restart your system.

Restarting the Guest OS

Step 9

After restarting your system, this time, click Virtual Machine / Install VMware Tools from the tool menu to install VMware Tools, and then click the Install button in the window that opens.

VMware Tools Installation

Step 10

Click Next directly in the VMware Tools setup wizard.

VMware Tools Installation Wizard

Step 11

If you plan to use your Windows 2000 VM with other products of VMware, select Complete in the installation options and click Next.

Selecting the Installation Type

Step 12

If you want to make changes to the installation, you can click Back or click Install to start the installation.

Starting to Install Virtual Computer Tools

Step 13

Wait while the hardware drivers for Windows 2000 are installed.

Installing Drivers for Guest Machine Devices

Step 14

After installing the virtual computer drivers, restart your system.

Restarting the VM

Step 15

Drag and drop a folder from your Mac to your Windows 2000 virtual system to verify that VMware Tools is working correctly.

Drag and Drop File Transfer Between Host and VM

Step 16

If the file copy operation is successful, check that the virtual machine is adapted to full-screen resolution.

Controlling the Full Screen Resolution

How to Check Internet Connection

If you are running Windows 2000 on your macOS system, you need to check your Internet connection.

Step 1

Open the Run window by pressing the Windows Key + R and execute the cmd command. Test your Internet connection by pinging Google servers using the ping command in the CMD command prompt.

Ping Google Servers using CMD

Step 2

You should also check if you can access Google or any website using Internet Explorer.

After double-clicking the Internet Explorer shortcut on the desktop, select the “I want to set the Internet connection manually” option in the Internet Connection Wizard and click Next.

Internet Connection Wizard

Step 3

Select I connect to the Internet via LAN option and click Next again.

I'm Connecting to the Internet over LAN

Step 4

Check Automatic discovery of proxy server in the LAN configuration and continue.

Enabling Automatic Proxy Server Discovery

Step 5

If you want to add a mail account, you can click Yes to perform the relevant steps. If you do not want to configure a mail account, tick No and click Next.

Skipping Adding an Internet Mail Account

Step 6

Click Finish after completing the Internet connection wizard.

Ending the Internet Connection Wizard

Step 7

After Internet Explorer opens automatically, visit the Google homepage and test your connection.

Visiting the Google Homepage with Internet Explorer

How to Configure Shared Folder

One of the easiest ways to transfer files between your Mac and virtual machines is the Shared Folder feature.

Step 1

While your virtual computer is running, open Settings from the Fusion tool menu and click Sharing.

Viewing Shared Folder Settings

Step 2

Activate the Shared Folder feature and click the + button.

Enable Shared Folder

Step 3

Create a new folder in the desired location on your Mac, then click Add.

Creating a Folder on a Mac

Step 4

To access Shared Folder in Windows 2000, after clicking My Network Places, you can access the public folder you created on your Mac at Entire Network / VMware Shared Folders / vmware-host / Shared Folders.

Viewing the Shared Folder on the Guest Machine

Step 5

You can now easily transfer files between the host and your VM via Shared Folder.

Checking the Public Folder Between Mac and Guest

How to Use USB Flash Memory

Another way to transfer files between your Mac and the virtual machine is to use a USB flash drive.

Step 1

After plugging your USB flash drive into your host, when the Fusion program asks where you want to connect your device, first connect it to your Mac.

Using USB Flash Memory on Guest Machine

Step 2

To use your USB disk on both your Mac and virtual machine, you need to format it with the common file format. After opening Disk Utility, click the Erase option on your USB disk from the External section.

In the disk formatting window that opens, select MS-DOS (FAT) from the Format section and click Erase again.

Changing the File System of a USB Disk to MS-DOS (FAT)

Step 3

Create a new folder called Backup on your USB disk on your Mac computer.

Creating Folders on Flash Memory

Step 4

Click Virtual Machine / USB & Bluetooth / Connect (Name of Your USB) in the tool menu to reconnect your USB stick to the virtual machine.

Installing USB Memory in Guest System

Step 5

After viewing My Computer on your Windows 2000 guest system, when you view the contents of the Removable Disk, you can see the folder named Backup that you created on your host.

Viewing the Contents of the Flash Disk in the Virtual Machine


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