Do you know about #OSM Diaries? A YouTube #video channel from long time #OpenStreetMap contributor Gregory Marler, about what they're mapping now. It's a great way to see the nuts and bolts of OSM mapping
Between "OpenStreetMap US" & "State Of The Map" there are 450 videos on YouTube. "Humanitarian openstreetmap team" has a bunch more and a 25 video playlist called "Learn To Map". I know I've seen more sources but I can't recall the channel's name.
@Orthodoxy_is_unconsciousness yep, I know there's loads of conference videos. And HOT has done a lot. And there's a few other bits. But that's it. 🙂 We could benefit from much more.