After spending years in Manitoba, the family went back to Ontario in 1880, just before the outbreak of the North-West Rebellion.
At twenty-three, Casson became an ordained Methodist minister, but was soon tried for heresy and, after being found guilty, resigned his position.
[2] Deserted by his followers for opposing the 1898 Spanish–American War, Casson moved to the Ruskin Colony, a socialist commune in Tennessee started by Julius Wayland.
He left after six months and went to Toledo and worked alongside Samuel M. Jones and ghost-wrote the book The Eight Hour Day.
During his career as a journalist, Casson interviewed the likes of then presidents Grover Cleveland, Benjamin Harrison, Theodore Roosevelt, and Woodrow Wilson, and Guglielmo Marconi, Nikola Tesla, Thomas Edison, and Alexander Graham Bell.
In 1908, Casson was invited by efficiency experts Harrington Emerson and Frederick Winslow Taylor to become an associate in the movement.
Casson continued to write and publish until 1950, when he went on a lecturing tour to Australia, New Zealand and Fiji.
After the second marriage ceremony, they told the press that Lydia would not take Herbert's name — a decision regarded as unusual at the time.