Share Share Share May 15, 2015 TV Boomer TV: David Letterman and Robin Williams Our 2015 baby boomer retrospective of the last 33 years of Late Night With David Letterman continues. Here he is ten years ago with comedian guest Robin Williams, in 2005. David Letterman was 58 then, a fairly new first-time father (his son was then 2 years old) and possibly already thinking ahead about his retirement, with senior citizen-ship around the corner. Robin was 50+ and his usual on-air, funny self. Robin Williams died in August 2014.