Thirty-somethings Leo, Misha, Ralph and Dawn have been inseparable since college. Making their way together in the big city, they are liberal, open-minded and socially aware. Misha is producing the hit online show ‘Ask A Black’; Ralph is waiting for tenure at his university, and as a lawyer, Dawn spends her days fighting for social justice. Leo would be a talented visual artist – if only he could sleep. As best friends and lovers, confident in their woke-ness, their connection with each other is stronger than anything else – until, that is, Leo is assaulted by the police in a racially motivated incident. Shaken to the core, he brings to the group an extreme proposition.