In 2001 MIT had the Dynamic Languages Wizards Series [1], which consisted of three panels of luminaries in the field (videos and participants names on the linked page). A lot of history was discussed in their 5+ hours.
They are also on YouTube:
Panel on Runtime: Richard Kelsey, David Moon, Tucker Withington, Kim Barrett, Scott McKay [2]
Panel on Compilation: David Detlefs, Will Clinger, Martin Rinard, and Mat Hostetter [3]
Panel on Language Design: Paul Graham, John Maeda, Jonathan Rees, Guy Steele [4]
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[1] http://www.ai.mit.edu/projects/dynlangs/wizards-panels.html
[2] https://www.youtube.com/watch?v=4LG-RtcSYUQ
[3] https://www.youtube.com/watch?v=at7viw2KXak
[4] https://www.youtube.com/watch?v=agw-wlHGi0E