Year Microsoft Windows Key Highlights (Windows) Apple Mac OS / macOS Key Highlights (Mac) Architecture (Mac)
1995 Windows 95 Start Menu introduced, 32-bit OS, Plug and Play support Mac OS 7.5.1 Improved PowerPC support, better networking Motorola 68k / PowerPC transition
1998 Windows 98 SE Improved USB support, Internet Explorer integration Mac OS 8.5 First Mac OS release for PowerPC-only systems PowerPC
2000 Windows 2000 NT-based stability, aimed at business users Mac OS 9 Multiple users, better internet tools PowerPC
2001 Windows XP Unified home/pro OS, Luna interface Mac OS X 10.0 (Cheetah) Unix-based core, Aqua interface PowerPC
2006 Windows Vista Aero interface, improved security (UAC) Mac OS X 10.4 (Tiger) → 10.5 (Leopard) Spotlight search, Boot Camp introduced Intel (transition from PowerPC)
2009 Windows 7 Performance boost, refined UI from Vista Mac OS X 10.6 (Snow Leopard) Performance-focused, Intel-only Intel
2012 Windows 8 Modern UI (Metro), touch optimization OS X 10.8 (Mountain Lion) iCloud integration, Notification Center Intel
2015 Windows 10 Start Menu returns, Cortana, free upgrade OS X 10.11 (El Capitan) → macOS 10.12 (Sierra) Name change to macOS, Siri integration Intel
2021 Windows 11 Centered taskbar, Android app support macOS 12 (Monterey) Universal Control, Shortcuts app Apple Silicon (M1, M2), Intel in some models
2023 Windows 11 23H2 Copilot AI integration, modernized File Explorer macOS 14 (Sonoma) Interactive widgets, improved gaming mode Apple Silicon (M-series)

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