An influential figure in comedy and filmmaking, he began his career in improv and sketch comedy, contributing to "Saturday Night Live" as a head writer. He transitioned to directing, collaborating with notable comedians on hits like "Anchorman" and "Step Brothers." His work evolved to include satirical takes on serious subjects, earning acclaim with films like "The Big Short" and "Vice." Known for blending humor with social commentary, his projects often explore themes of politics and economics.