I enjoyed "The Hard Parts of Open Source" by Evan Czaplicki (the creator of the Elm programming language) a lot. https://www.youtube.com/watch?v=o_4EX4dPppA

It's not a talk about technology, but it's a talk on people _in_ technology. As an open source enthusiast, I found the discussion very important, especially in context where we easily tend to be distracted by technical details.

Also, not exactly recent but because it wasn't mentioned in the OP: Boundaries by Gary Bernhardt https://www.destroyallsoftware.com/talks/boundaries

This might be the best talk I've seen about system design and combining different programming styles for great benefits in a project.

Butler Lampson's talk at Cambridge in 2015

https://www.cl.cam.ac.uk/seminars/wheeler/butler-lampson/ind...

This is from another similar post from a couple of weeks back: https://news.ycombinator.com/item?id=18217762

Alan Kay - Normal Considered Harmful: https://www.youtube.com/watch?v=FvmTSpJU-Xc

Eben Moglen - Freedom in The Cloud https://www.youtube.com/watch?v=QOEMv0S8AcA