SERIESMOVIESNEW & LAST CHANCESCHEDULEFREE EPISODESMoreDocumentariesSpecialsSportsPodcastsMaxSIGN INSIGN UP FORSERIESMOVIESNEW & LAST CHANCESCHEDULEFREE EPISODESMoreDocumentariesSpecialsSportsPodcastsMaxSIGN INSIGN UP FORmax-style Insecure About Season Season 1Season 2Season 3Season 4Season 5Issa Played by Issa Rae A liaison for the non-profit youth organization ‘We Got Y’all,’ 29-year old Issa is uncertain about both her career and her love-life. She believes she only has a year left to figure it out.