Insecure (Seasons 1–5)

Insecure (2016) is an HBO comedy-drama series you can watch online on iFILM. Issa Rae created and stars in the show alongside Yvonne Orji and Jay Ellis.

Issa Dee is in her late twenties in Los Angeles and nothing quite fits. Her nonprofit job is going nowhere, her long-term relationship feels like a rut, and she keeps watching everyone around her figure things out faster than she can. The series follows her — and her best friend Molly — through relationships, career pivots, and the kind of miscommunications that seem small and land hard. Issa's bathroom mirror monologues alone are worth the watch.

Five seasons, 2016 to 2021. Directors across the run included Melina Matsoukas, Kerry Washington, and Regina King. Insecure took home multiple NAACP Image Award wins and earned Issa Rae a Golden Globe nomination. Watch all seasons of Insecure online on iFILM.