Gentleman Jack may refer to:
People Legs Diamond (1897–1931), Irish American gangster during the Prohibition era Gentleman Jack Gallagher (born 1990), English wrestler Anne Lister (1791–1840), English diarist John Reid McGowan (1872–1912), Australian boxer Jack Purtell (1921–2017), Australian jockey Jack Sears (1930–2016), English race and rally driver
Other uses Gentleman Jack (TV series), a 2019–22 British-American drama series based on the life of Anne Lister "Gentleman Jack", a 2012 song by O'Hooley & Tidow used as the closing theme for the TV series John "Gentleman Jack" Darby, a character from the 1957–62 American TV series Maverick Gentleman Jack, a brand of 80 proof whiskey by Jack Daniel's