Jeffrey Combs had trouble with the scene where Weyoun speaks in his native language. It was difficult for him to memorize a string of meaningless syllables, and to give them the cadence of a real sentence.
The character of Jack is based upon Dean Moriarty (who was based on Neal Cassady), one of the main characters of the 1951 Jack Kerouac novel On the Road, a wannabe philosopher who talks a mile a minute.
Observing Gul Damar's broadcast, Jack references William Shakespeare's plays Henry IV, Part II ("Uneasy lies the head that wears the crown.") and Macbeth ("Methought I heard a voice cry 'Sleep no more!' Damar does murder sleep.")
This is the first of two episodes to be directed by Anson Williams. The second is It's Only a Paper Moon (1998). Williams played the part of Potsie Weber in 219 of the 255 episodes of Happy Days (1974).