As we mark the anniversary of Steve Jobs’ passing, on October 5th 2011, it’s essential to reflect not just on his monumental contributions to technology but also on his often challenging interpersonal relationships. Our episode “Self-Made Billionaires” explores his complicated rivalry with Bill Gates. Additionally, in “The Mother of All Demos,” I visited Historicon to tell how Jobs drew inspiration for the GUI from Xerox PARC, further showcasing the blend of innovation and ethical complexity that defined his career.