HBO MAXSERIESMOVIESNEW & LAST CHANCESCHEDULEMoreDocumentariesSpecialsSportsPodcastsSIGN INGET HBOMAXHBO MAXSERIESMOVIESNEW & LAST CHANCESCHEDULEMoreDocumentariesSpecialsSportsPodcastsSIGN INGET HBOMAXSIGN 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 5Nathan Played by Kendrick Sampson Issa meets Nathan while driving for Lyft. They develop a strong connection and he helps Issa step outside her comfort zone.