Beginning 28 May 2015, he toured Australia with his wife, Juliet Mills, and sister-in-law, Hayley Mills, in the comedy Legends! by Pulitzer Prize winner James Kirkwood. He voiced James Bond in the video game James Bond 007: Nightfire (2002).
Maxwell Newby was born to Oriole Rosalind (née Findlater) and Peter Newby on 23 November 1959 in Belper, Derbyshire — although he later claimed to be a native of Glasgow, reportedly to be "more interesting". By 1965, his parents had divorced. Although not a child actor per se, aged around seven he played "Ted" (under the name Maxwell Findlater, using his mother's maiden name) in the 1967 film, Accident. The film's screenplay was written by Harold Pinter and starred Stanley Baker, Dirk Bogarde and Michael York.
The actor's American stepfather, Peter Maclaine, a former Marine, reportedly kicked Caulfield out of the house at the age of 15. Caulfield became an exotic dancer at London's Windmill Theatre in order to obtain an Equity card enabling him to work as an actor. Later he got his green card through his stepfather. He reportedly took his stage surname, Caulfield, from the character in J.D. Salinger's novel Catcher in the Rye.
Caulfield made his New York City debut in Hot Rock Hotel (1978) after moving from the UK to the United States, and the following year made his stage debut in Class Enemy (1979), in which he bagged the lead role (Players Theatre, West Village); he won a Theatre World Award for his performance. He made his Los Angeles debut in Hitting Town (1980); and took a role in The Elephant Man (1980) the same year, which was when he met Juliet Mills.
In the early 1980s, Caulfield was an active member of the Mirror Repertory Company, part of The Mirror Theater Ltd, performing in numerous repertory productions including Paradise Lost, Rain, Inheritors, and The Hasty Heart.
Caulfield made his debut Off-Broadway as the amoral titular drifter in Joe Orton's Entertaining Mr. Sloane (1981), appearing alongside Joseph Maher and Barbara Bryne. His performance was widely praised:
"Maxwell Caulfield is the ideal spider in the web", wrote one critic, saying he [Caulfield] was "as disarming of himself as he is of others - which gives this revival that tragic tinge of great comedy."
He made his Broadway debut in J.B. Priestley's An Inspector Calls opposite Siân Phillips. He played opposite Jessica Tandy and Elizabeth Wilson in Salonika at the Public Theater in New York (appearing fully nude for much of the play). He appeared in Joe Orton's black comedy Loot at the Mark Taper Forum in Los Angeles. In 2006 he drew attention for his bare-chested scene in the Off-Broadway two-hander Tryst, opposite Amelia Campbell. In 2007, he performed in the Charles Busch play, Our Leading Lady, opposite Kate Mulgrew.
In 2007, he made his West End stage debut as Billy Flynn in the long-running London production of Chicago; he then resumed the role of Flynn for the Broadway production of Chicago in November 2007. Alongside Lois Robbins, Caulfield - playing the character of Julian Winston - finished up an off-Broadway production of the comedy Cactus Flower (2011).
Caulfield has appeared on Dynasty (1985–86), The Colbys (1986–87), Murder, She Wrote (1988–91), Beverly Hills, 90210 (1990), The Rockford Files (1996), Spider-Man (1995–98), Casualty (2003–04), Emmerdale (2009-10), and NCIS (2013). He guest starred in Modern Family (Season 4, episode 15) playing Claire's ex-boyfriend and college professor, among other television programs.
Caulfield has been married since 1980 to actress Juliet Mills. The couple garnered media attention, as Mills is 18 years his senior, He is the son-in-law of veteran actor Sir John Mills and writer Mary, Lady Mills and brother-in-law to his wife's siblings, Jonathan Mills and actress Hayley Mills, as well as uncle to Hayley Mills' sons, Crispian Mills (lead singer of indie band Kula Shaker), and Jason Lawson.
Caulfield is stepfather to Melissa (née Miklenda; Mills' daughter from her second marriage) and Sean Caulfield (born Sean Alquist; Mills' son from her first marriage).
Maxwell Caulfield became a naturalized United States citizen on 5 September 1991.Anonymous Rex by Eric Garcia (2000).
The Lion of Cormarre and Other Stories: The Collected Stories of Arthur C. Clarke (1937-1049) (2001).
Mimus by Lilli Thal (2007).
Spud by John van de Ruit (2008).
Sebastian Darke: Prince of Fools by Philip Caveney (2008).
Spud: The Madness Continues by John van de Ruit (2009).
1995: "Say No More (Mon Amore)" in Alan Moyle's Empire Records (as Rex Manning)
1982: "Charades" on the Grease 2 soundtrack (as Michael Carrington)
1982: "(Love Will) Turn Back the Hands of Time" with Michelle Pfeiffer on the Grease 2 soundtrack
1982: "Who's That Guy?" with Cast on the Grease 2 soundtrack
1982: "Reproduction" with Cast on the Grease 2 soundtrack
1982: "Rock-A-Hula-Luau (Summer is Coming)" with Cast on the Grease 2 soundtrack
1982: "We'll Be Together" with Cast on the Grease 2 soundtrack
Class Enemy (1978) at the Player's Theater, West Village, New York
The Elephant Man (1981), Florida
Entertaining Mr. Sloane (1981), Cherry Lane Theatre, New York
Hitting Town (1982), Los Angeles
Journey's End (1982), Los Angeles
1984 (1983), Los Angeles
Paradise Lost (1983), Mirror Repertory Company
Inheritors (1983), Mirror Repertory Company
Salonika (1984) at the Public Theater, New York
Sleuth (1988), Curran Theatre, California
An Inspector Calls (1992), Broadway (New York) & Royal National Theatre (UK)
Tryst, Promenade Theatre
Our Leading Lady at the city centre, New York (Manhattan Theatre Club)
A Little Night Music (2008) played Count Carl-Magnus Malcolm at Centerstage, Baltimore
Chicago played Billy Flynn at the Cambridge Theatre, London
Bedroom Farce (2010) played Nick in a UK-wide touring production.
The Rocky Horror Show, played the Narrator at Royal Centre Nottingham, the Darlington Civic Theatre and the Southsea Kings Theatre
Cactus Flower (2011), played Dr. Julian Winston at the Westside Theater Upstairs, New York
Theater World Award (1979) for his performance in Class Enemy (Players Theatre, West Village, New York City).