Waking Life is amazing, watching it was one of life-altering events for me. After watching it several times I became curious about the director - Richard Linklater (he's staring as a guy at the Pinball machine in the end of the movie). Apparently he made some other nice movies after Waking Life. I really liked "Boyhood" - there's also really nice story behind shooting the movie - it was shot for 11 year with the same actors showing them growing up / aging.