 According to one source Brennan had previously defeated Hubbard in a fourteenth-round knockout in 1914, while Hubbard was boxing as "Jumbo Wells".On October 26, 1916, he knocked out Tim Logan in a second-round TKO at the Manhattan Casino in New York City.On December 30, 1916, Brennan defeated Jack Keating in a third round Technical Knockout at Queensboro Athletic Club in Long Island City, in Queens, New York.