There's a moment in the Season 5 premiere of "Insecure" when Issa (series creator Issa Rae) talks to her younger self in a mirror, updating a still-in-braces Issa on what she will accomplish in the future and where her most significant relationships stand as she attends her 10-year college reunion. The scene is a variation of one that has played out multiple times across five seasons of the groundbreaking HBO dramedy.
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