|“||I have a funny feeling you're going to die alone, which is a shame because I would like to be there to see it.||”|
– Cliff (to Jonah, deleted scene)
Cliff is friendly, jolly, and always has a smile on his face. However, he does appear to be quite incompetent, as he accidentally schedules the Hostage rescue mission on the day of the Senate Swearing-In Ceremony.
In January 2015, Cliff was hired as a replacement for Sue Wilson, the personal assistant to Vice President Selina Meyer. However, his incompetence accidentally led to Meyer having to swear-in senators while the Uzbek hostage rescue mission unfolded. Cliff did not get along well with Jonah Ryan. This would be ironic as Cliff would briefly work as Ryan's assistant in November 2016 after Richard Splett was placed as Ryan's boss. He participated in the protests outside of a Nevada government building during the 2016 Nevada recount.