Per Vognsen’s Bitwise (*) was one of my favorites until it was discontinued. It’s not a complete set, but still a great watch. I also enjoyed George Hotz’s occasional programming streams. He reminds me of some of my favorite colleagues from over the years.

I haven’t watched chess in a while, but your comment certainly sparked something. I may give it another go.

For a less nerd-y class of content, I have also enjoyed boxing videos - especially those focused on coaches illustrating technique.

[*] https://www.youtube.com/channel/UCguWV1bZg1QiWbY32vGnOLw