99 Percent Invisible just had some interesting episodes on automation and autopilot, especially as it relates to air travel: http://99percentinvisible.org/

99 Percent Invisible just had some interesting episodes on automation and autopilot, especially as it relates to air travel: http://99percentinvisible.org/episode/children-of-the-magenta-automation-paradox-pt-1/ and self-driving cars: http://99percentinvisible.org/episode/johnnycab-automation-paradox-pt-2/