Upgrading from Mac OS 9 to macOS Sonoma, through every version of Mac OS X / OS X / macOS in between.

Five Apple Laptops are used. All 23 years of operating systems are run on supported hardware.

00:00:00 Mac OS 9
00:02:30 Mac OS X v10.0 (Cheetah)
00:07:54 Mac OS X v10.1 (Puma)
00:10:35 Mac OS X Jaguar (v10.2)
00:14:52 Mac OS X Panther (v10.3)
00:15:09 Mac Upgrade 1
00:20:13 Mac OS X Tiger (v10.4)
00:24:49 Mac OS X Leopard (v10.5)
00:28:26 Mac OS X Snow Leopard (v10.6)
00:29:38 Mac Upgrade 2
00:33:27 OS X Lion (v10.7)
00:35:17 OS X Mountain Lion (v10.8)
00:36:30 OS X Mavericks (v10.9)
00:38:36 OS X Yosemite (v10.10)
00:40:06 OS X El Capitan (v10.11)
00:42:09 Mac Upgrade 3
00:42:21 macOS Sierra (v10.12)
00:44:11 macOS High Sierra (v10.13)
00:45:23 macOS Mojave (v10.14)
00:46:27 macOS Catalina (v10.15)
00:47:35 macOS Big Sur (v11)
00:49:55 macOS Monterey (v12)
00:51:55 Mac Upgrade 4
00:52:18 macOS Ventura (v13)
00:55:23 macOS Sonoma (v14)