In 1991 Brooklyn, widowed underboss Robert "Bobby Two Times" Valenti struggles to bury his grief while maintaining order inside the Gallo crime family. Caught between his demanding boss Johnny Gallo, sharp-tongued consigliere Aaron Conaro, unstable old allies, and the growing influence of a powerful Balkan organization, Bobby must navigate rival families, shifting loyalties, and a criminal world beginning to leave his generation behind.