Following on from my Windows NT 3.51 to Windows 10 video in under a minute (via all 32bit versions of Windows) here is a new video.
In this video I upgrade a Windows 10 (1511) setup and upgrade it to Threshold 2, then to Redstone 1,2,3,4,5 and then 19H1 and finally the about to be released 19H2 (1909) update of Windows 10. As you can see in the video the upgrade process has changed from the original versions of Windows 10 and it shows you how painless the process is. I used Hyper-V on my Surface Laptop 2 and created a checkout of each version taking 110gb of space. The biggest upgrade by far was the 1809 update with the smallest being 19H2.
Here are all the upgrades in under a minute: