Boylan entered the entertainment industry as a stage actor while working as a newspaper reporter and publicist at the Los Angeles Express Tribune.
[3] Boylan became editorial supervisor for Fox Pictures and, in 1925, he began to create silent-film screen titles for fun.
[6] The quality of his work was so good that he was soon listed in credits as "Title Designer" in The Great K&A Train Robbery with Tom Mix.
[3][5] With the advent of talkies, Boylan entered the realm of screenwriting in which he, primarily, worked as a script doctor.
[8][6] The 1932 Olympic Games in Los Angeles sparked enthusiasm for small boat racing in the area.
Anthony Boylan Drewry, served as a Los Angeles County Court Commissioner for many years.