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VirtualBox and the Virtual Machines were working fine, but then stopped working after upgrading macOS (to Catalina and newer).New installations of VirtualBox on newer macOS will install successfully, but attempting to run a Virtual Machine will fail.The reported issue is happening in at least two circumstances: Multiple people have reported VirtualBox having a variety of issues running VirtualBox and its Virtual Machines on macOS (Catalina and newer). Still Experiencing Problems? Symptoms of the VirtualBox macOS Security and Access Problem SOLUTION 3: Clean Re-install of VirtualBox.SOLUTION 2: Modify VirtualBox Permissions.SOLUTION 1: Allow Identified Apps to Access the System.Symptoms of the VirtualBox macOS Security and Access Problems Carleton Research Studies Seeking Participants.Awards, Scholarships, Jobs, and Volunteer Opportunities.Data Science Specialization, Human-Computer Interaction, Data Science & Analytics.Ottawa-Carleton Institute for Computer Science (OCICS).Honours Project/Thesis and Directed Studies.Important Information for First Year Students.Prospective Graduate Students: COVID-19 Information.So with VirtualBox you get the best of both worlds - it's free, and it allows you to run both Windows and macOS simultaneously so you can switch between them as required without having to reboot. And while Bootcamp is also a free option, it doesn't let you run macOS and Windows simultaneously (you have to reboot the machine every time you want to switch to the other operating system). While there are other options available (such as Parallels and VMware Fusion), VirtualBox is free. To run Windows on a Mac, you need to use virtualization software such as VirtualBox. Here are the main steps involved in installing Windows on a Mac: This enables you to run Windows-only applications on your Mac. By using VirtualBox, you can install Windows on your Mac. VirtualBox is free software that allows you to install different operating systems on your machine. Here I explain how to install Windows on a Mac using the (free) virtualization software, VirtualBox.