Her family's strong tradition of democratic socialism provided the foundation of a political education that was augmented by a constant stream of visiting radicals and reformers, including Jane Addams, Rosika Schwimmer, and John Reed.
In 1957, she wrote of her accord with communist aims of "world peace, race brotherhood, [and] equality for women" but added that she "could not favor dictatorship of the proletariat or trust anybody with power, without guarantees of civil liberties for opponents.
"[5] In 1930, Jessie Lloyd married Harvey O'Connor, an editor for the Federated Press, and a former logger, seaman, and member of the Industrial Workers of the World.
[6] The O'Connors decided to open a bureau of the Federated Press in Pittsburgh where the labor movement, in attempting to organize the steel mills and mining companies, was fighting its most bitter struggle.
[7] In 1931, the Federated Press sent Jessie Lloyd O'Connor to replace a correspondent who had been shot while covering the coal miners' strike in Harlan County, Kentucky.
Her investigation of the murder of two men conducting a soup kitchen for the strikers left an indelible impression which she described in the O'Connors' 1987 memoir: "Class struggle is not something I want to preach, it is something that happens to people who try to resist or improve intolerable conditions.
When libel litigation over Mellon's Millions was resolved in 1933, the O'Connors returned to Pittsburgh where workers, guaranteed the right to organize by the National Recovery Act, were forming union locals throughout the steel industry.
While in Chicago, Jessie was general secretary of The League of Women Shoppers, working to organize buying power to improve workplace conditions and wages.
She also worked for the Industrial Board of the YWCA, the ACLU, Spanish Refugee Relief, the American Committee for the Protection of the Foreign Born, WILPF, and the Campaign for World Government.
[10] From the 1960s on, Jessie demonstrated against the Vietnam War, was active in political campaigns, worked against construction of a local nuclear power plant, and traveled extensively.