I watch Big Think regularly. They have short videos with quite a wide variety so speakers and I feel as though I've gotten some pretty good insights from their videos.

https://www.youtube.com/user/bigthink

Three channels I'd describe as insightful without any feeling of exaggeration are Winston Sterzel's and Matthew Tye's vlogs on living, working and travelling in China. I had very little idea about Chinese society earlier except what's portrayed in media, but now I feel a lot more informed thanks to their videos.

https://www.youtube.com/user/churchillcustoms/about

https://www.youtube.com/user/serpentza/about

https://www.youtube.com/user/laowhy86/about

How About https://www.youtube.com/user/caseyneistat ?

It depends on how you define `insightful`

If I just want to satiate my curiosity and have free time I watch Vsauce. Occasionally I watch Numberphile, 3Blue1Brown & Computerphile, but these are more math/CS related. Enjoy!

ex- nerdwriter1

Shameless plug here. :-) I wrote an article about YouTube channels for entrepreneurs which did pretty well on Medium (50K reads).

https://blog.yalabot.com/i-got-sick-of-commoditized-content-...

The Thought Emporium, if you are sciency-inclined - https://www.youtube.com/user/TheChemlife