1915

Helen writes articles publicly denouncing John D. Rockefeller as a "monster of Capitalism," responsible for the Ludlow Massacre, (at his coal mine in Ludlow, Colorado) where men, women, and children were killed in a bloody confrontation between strikers and the militia.

1916

Helen openly supports the Industrial Workers of the World (IWW).

November, 1916

Peter Fagan, John Macy's assistant, proposes to Helen, and they take out a marriage license in Boston. Helen's mother forces her to publicly renounce her engagement. Helen is sent to Montgomery, Alabama, to visit family, while Anne and Polly travel to Lake Placid and Puerto Rico in hopes of aiding Anne's failing health.  Helen and Peter stay in contact for a while, but the relationship fades.

1917

Helen donates money to the National Association for the Advancement of Colored People (NAACP) and writes a supportive article in the NAACP Journal.

October, 1917

Helen and Anne sell their farm in Wrentham and move with Polly Thompson to Forest Hills, New York.

1918

Helen helps found the American Civil Liberties Union (ACLU) to fight for freedom of speech.

May, 1919

Deliverance, a silent film based on Helen's life, is produced.  The film does not do well commercially.

February, 1920

Helen and Anne begin their vaudeville career. The five-year vaudeville tour is a commercial success.  After the tour, Helen and Anne are now relatively wealthy.

June, 1921

Helen's mother, Kate Keller, dies.