The farthest back that I can remember is December 25, 2012. I was really young and I remember when we got our first family PC. Custom parts on the table and a Rosewill case, with a fresh copy of Windows 7 Ultimate. We were upgrading from our old Sony Vaio desktop which had a Pentium 4, 2GB of RAM and a 250GB HDD, running Windows XP Home. The new PC was a AMD Phenom 1055T, 8GB of ram, and a 500GB WD Blue which is now in my NAS. My first laptop was a Dell Inspiron from 2007 which came with Vista, but eventually made its way onto Lubuntu 12.04 LTS.
I then had a HP Pavilion G7. AMD A8-4500M and 6GB of ram running Windows 8. I didn't mind it, but it worked fine.
in 2017 I upgraded my CPU to an FX 8350 and my laptop then moved to a Toshiba Satellite R945, i5 3210M and 8GB of ram, running Windows 7. At this time I was on 10 for the most part.
2019 my PC broke and then I upgraded to an i5 8400, 16GB of ram and Windows 10 1809, plus a 250GB NVME SSD. Later last year I upgraded to an i7 9700K.
The dumbing down of computers, software and hardware is not JUST Microsoft. It's a trend that I don't understand. It removes unique parts of things and everything just looks the same. Back in the mid to late 2000s, you had console menu music like the PS2, Gamecube, Wii and even the original Xbox. You had the Wii shop music, the DS alarm feature. It got even better in the early 2010s with the 3DS eShop and the PS4 which had menu music. The Xbox One though was our first look at the decline of technology.
Techology was at its peak in the late 2000s. Windows Vista and 7 made huge changes to Windows. But then in 2015 Windows 10 came around and that was our look at oversimplification. Logos started going flat, design started losing its transparency. macOS went flat, Ubuntu went flat. We lost startup sounds and in 2017, we lost the Nintendo charm. The switch had no eshop music, no menu music, no fun text or easter eggs.
I wish technology was like how it was back then, when it had charm and everything was unique. Now everything just feels the same. W10 1803 vs W10 2004, no difference in the UI. Just some icons are different and some defaults have changed.