Abstract In 1937, Franklin Roosevelt’s New Deal hung on the whims of a deeply divided Supreme Court. His ninth fireside chat argued for legislation that would grant FDR enough new justices to shift the Court in favor of the New Deal. Facing entrenched opposition to his unpopular plan, Roosevelt presented the president as a constitutional authority who must act in response to the crisis of the Great Depression to drive the three-horse team of government toward recovery. Throughout the text, Roosevelt worked to create a sense of urgency and asked the nation to see this moment as the time for decisive action. This study examines the flow of kairos in the speech, tracing timeliness in Roosevelt’s argument for swift action targeting the Court to safeguard economic recovery. Although Roosevelt did not expand the Court, his language lives on as a model for subsequent executives and part of our public constitutional discourse.