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Her first major scoop had national implications: in 1939 Hopper printed that President Franklin Roosevelt's son James Roosevelt was divorcing his wife Betsey after being caught in an affair with a nurse at the Mayo Clinic. Hopper used her extensive contacts forged during her acting days to gather material for her column. Hopper could not type, nor spell very well, so she dictated her column to a typist over the phone. Her column, entitled 'Hedda Hopper's Hollywood', debuted on February 14, 1938. In 1937, Hopper was offered another gossip column opportunity, this time with the Los Angeles Times. In 1935, she agreed to write a weekly Hollywood gossip column for The Washington Herald at $50 a week (equivalent to $988 in 2021), which was cancelled after four months when she refused to take a $15 pay cut.

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She appeared in more than 120 movies over her 23 year acting career.ДЄs Hopper's movie career waned in the mid-1930s, she looked for other sources of income.

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By 1920, she was commanding $1,000 per week as a free agent in New York in 1923 she moved to Hollywood and became a contract player for Louis B. Hopper decided to upstage the film's headline starlet, Anita Stewart, by spending all of her $5,000 salary on a lavish wardrobe from the upscale boutique Lucile, which she wore in the film. Her motion picture debut was in The Battle of Hearts (1916) with William Farnum, but she made a major splash in Virtuous Wives (1918), in which she established her pattern of playing society women. She began acting in silent movies in 1915. Consequently, Elda Hopper paid a numerologist $10 to tell her what name she should use, and the answer was 'Hedda'. The similarity in names caused some friction, as he would sometimes call Elda by the name of one of his former wives. In 1913, she became the fifth wife of DeWolf Hopper, whose previous wives were named Ella, Ida, Edna and Nella. Hopper and Carole Lombard in The Racketeer (1929) She studied singing during the summer and, in the fall, toured with The Quaker Girl in the second lead, the prima donna role. She was given the role and that show toured for thirty-five weeks through forty-eight states. Hearing that Edgar Selwyn was casting his play The Country Boy for a road tour, she went to his office and talked him into letting her audition for the lead.

She wanted to act, and she knew she would have to prove herself before she could hope to get anywhere in the theater. While in the Hopper company, she realized that chorus and understudy jobs were not acting. She remained in the chorus and they toured the country. After a few years, she joined the theater company of matinee idol DeWolf Hopper, whom she called 'Wolfie' and would later marry.

Florenz Ziegfeld called the aspiring starlet a 'clumsy cow' and brushed off her pleas for a slot in his lavish Follies. Hopper was not successful in this venture. She eventually ran away to New York City and began her career in the chorus on the Broadway stage.

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