Microsoft is quietly winding down VBScript support in Windows 11 Enterprise, and it's a bigger deal for IT admins than the usual deprecation notice. In this episode, Lucas and Luna unpack the timeline: VBScript was already disabled by default in 2023, and by 2027 it will be gone entirely from the OS. They explore why legacy scripts still linger in enterprise environments, from logon scripts to legacy app automation, and what the shift to PowerShell and the Windows App SDK means for the future. They also dig into a real-world example: a mid-sized manufacturing firm that had to migrate 1,400 lines of VBScript that were still driving its inventory system. The conversation covers the hidden costs of deprecation, the surprisingly long tail of legacy code, and why this quiet removal is a signal of broader changes in how Microsoft thinks about the Windows enterprise stack. If you're an IT pro or just curious about how OS decisions ripple through companies, this one's for you.