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Video Essayists:
Barely Sociable - mysteries and dark stuff
CGP Grey - stuff you forgot you wondered about
Computerphile - explanations of topics tangentially related to Current Tech Thing
Defunctland - documentaries about theme parks and their experimental ventures
Disrupt - thought provoking dark topics; a bit over the top (this is why I don’t watch Nexpo)
hbomberguy - venting about video games and pop culture
Jacob Geller - existentialism framed through video games
LEMMiNO - investigations into things that have left a societal impact
Numberphile - professors geeking out
Philion - explorations of sticky situations in pop culture
Quinton Reviews - mercilessly in-depth explorations and reviews of millenial and gen z nostalgia
Slightly Sociable - more mysteries and dark stuff
Solar Sands - existentialism framed through pop culture rants
Summoning Salt - mostly retro gaming speedrunning content
Veritasium - educational content
Wendigoon - paranoid nerd content
Wendover Productions - explorations of how the world works

Other stuff that interests me:
Captain Disillusion - breakdowns of digital trickery; digital media education
danooct1 - examining retro viruses
Surveillance Report - an approachable, not-too-paranoid, privacy news podcast (breaches, legislation updates, commentary, etc)
TechLore - privacy info and commentary
videogamedunkey - video game critic; pop culture commentary

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If you’re getting deja vu don’t worry