SERIESMOVIESNEW & LAST CHANCESCHEDULEFREE EPISODESMoreDocumentariesSpecialsSportsPodcastsHBO MAXSERIESMOVIESNEW & LAST CHANCESCHEDULEFREE EPISODESMoreDocumentariesSpecialsSportsPodcastsHBO MAXSIGN INStream all of HBO plus more TV, movies, and Max Originals at no additional cost.SIGN INHBO Max Insecure About Season Season 1Season 2Season 3Season 4Season 5Tiffany Played by Amanda Seales A college friend of Issa’s, Tiffany is refined and put-together. She is happily married to Derek.