The term 'Churchillian Trademark' refers to the iconic image of Winston Churchill, the British Prime Minister during World War II, smoking a CIGAR. The crossword solution for this term is 'CIGAR', which is a five-letter word. Churchill was known for his love of cigars and was often seen with one in hand. He was even known to smoke up to eight cigars a day. Churchill's cigars were an integral part of his public image and became a symbol of his leadership during the war.