After being discovered by Broadway producers, she began a stage career in 1943 that eventually led to signing as an actress with Paramount Pictures.

[citation needed] In July 1944, Paramount put Caulfield in a lead role in her first film: Miss Susie Slagle's (1946).

[8] Made after but released earlier was Duffy's Tavern (1945), in which Caulfield had a cameo along with most of Paramount's talent roster.

[citation needed] Caulfield acted in Monsieur Beaucaire (1946), Blue Skies (1946),[9][10][11] Dear Ruth (1947), Welcome Stranger (1947), and had a cameo in Variety Girl (1947).

[10] Caulfield acted in The Unsuspected (1947),[12] The Sainted Sisters (1948), Larceny (1948), Dear Wife (1948), and "Cattle King" (1963).

[19] When the series ended, Caulfield guest-starred on shows like Pursuit, General Electric Theater, Hong Kong, Cheyenne, Burke's Law, The High Chaparral, and My Three Sons.

She did stage shows like I Am a Camera and had the occasional role in a feature, such as Cattle King (1963), Red Tomahawk (1967) and Buckskin (1967).

Ross produced and directed her 1951 film The Lady Says No, with David Niven taking second billing as her romantic interest.