[2][3] Goldsmith is recognized for his book illustrations, including The Canterville Ghost (1906) by Oscar Wilde, Eliza (1900) by Barry Pain, and Darius Green, His Flying Machine (1910) by John Townsend Trowbridge.

In addition to his sports-related work, Goldsmith crafted editorial cartoons covering Boston city politics and tackled national issues, including the women's suffrage movement and President Woodrow Wilson's foreign policies.

[3] The popularity of Goldsmith's political cartoons led him to vaudeville, as he appeared onstage for a two week run as a headliner in the B.F. Keith summer show of 1908.

[16] In 1910, Goldsmith started a comic strip featuring the central character, Mr. Asa Spades, an inept African American individual entangled in adventures tied to contemporary events.

Although this creation would unquestionably face challenges in today's publishing climate, a 1910 advertisement promoted it as a cartoon "recommended for reading by every individual, regardless of age or gender, in New England.

The comic strips, each bearing Goldsmith's signature in the lower right corner, have their titles penciled in the upper border.

The titles, accompanied by brief summaries of the comic strips, such as: In Africa He Finds Literature a Telling Weapon;[18] As President He Discovers 'Peace Hath Its Victories;[19] and He Visited the Crowned Heads of Europe.

"The main element of Goldsmith cartoon is his use of humor and sarcasm, especially when used to show the ineptitude of the opposing team."

When the Boston Braves won, they were shown as Indians on the warpath, shooting arrows at a foe or wielding knives and tomahawks.

[21][22] Additionally, he crafted the illustrations for The Canterville Ghost, (1906), a short story by the Irish poet and playwright Oscar Wilde.