Last year, Issa Rae was in three Oscar-nominated movies (Barbie, American Fiction and Spider-Man: Across the Spider-Verse) and she also won a Peabody. Despite her success, the Insecure creator tells Rachel there have been forks in the road that still keep her up at night. Issa explains why she loves writing from a place of fear, and connects with Rachel over the way they keep lost loved ones close.

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