Tangent: if you like cringey social awkwardness comedy (not my usual cup of tea, but in this case it's extraordinary, and hilarious), try "I Think You Should Leave".

"Brian's Hat" is the 1st one I saw and maybe the best: https://youtu.be/LO2k-BNySLI?si=qEX7STkSOeCVZtK-

Also "Hot Dog Car" https://youtu.be/WLfAf8oHrMo?si=jz5EKwjJZm1UMZau

Nathan for You is almost physically painful to watch, the cringe is so intense I can only take a few seconds at a time.

Nathan Fielder is a genius.

The Rehearsal is less in-the-moment cringe and more soul-soaking cringe. Amazing stuff.

Canadians do it best. https://youtu.be/tXgfzxXUVsc?si=vBXu20TewUldSBJB

That he certainly is good at, but I loved his interview with Fabio, also that Monica Lewinsky one.

Also a tangent, but Microsoft was the OG for corporate cringe.

https://www.youtube.com/watch?v=1cX4t5-YpHQ

Developers developers developers developers!

One of the best mashups on youtube came from this. https://www.youtube.com/watch?v=KMU0tzLwhbE

Enjoy. :)

Oh my god.

How strong does a company's reality distortion field have to be for people to think your friends are going to want to come over to play with a new version of Windows?

I mean, why not "Let's all have wine and cheese and do root canals on each other!"?

It was a different time.

I honestly was excited about Windows 95. Win98 was underwhelming, and WinME was a joke that I never bothered to install on my own machines. Win2K brought back some of the excitement, but not much.

Then Vista came out, and it was a total flop at first. Win7 fixed most of those mistakes, but the damage was done. Vista basically killed any chance Microsoft had at building excitement for an OS.

FWIW, I think the last macOS version that I was really looking forward to was High Sierra.

Yeah, younger folks don't remember that new operating systems used to be a thing of excitement -- what cool new features will we get? -- and not, like today, a thing of distress -- what did they break this time, and which new ways have they found to piss me off

I remember my dad driving us to the local Windows 95 pre-launch event by Microsoft. I was 10 and had learned the ridiculous and useless skills of DOS memory configuration and bootdisk juggling to get all of the games to run. Win95 was so cool! I remember spending hours on the multimedia catalog and demos on the CD-ROM and marvelling at the possibilities.

Everyone forgets about this cringe from Microsoft, but it is oddly endearing to me too.

https://www.youtube.com/watch?v=Zww2ivWdLas

It goes back waaay further than that: https://www.youtube.com/watch?v=bLuC4yZk7us