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Charlotte (Lottie) Pinkerton Blazer (1879-1966) was born to missionaries in South Africa and spent her earliest years in Wisconsin. As a young woman at the beginning of the 20th century, Pinkerton attended the Art Institute of Chicago and worked as a lantern slide colorist. She worked in California and founded the Santa Cruz Art League after her 1914 marriage to lawyer James Blazer. Pinkerton’s work can also be found at the Autry Museum of the American West, Yale University’s Beinecke Rare Book & Manuscript Library, and in other collections.

Pike attended one year at Elm Place School in Highland Park, Illinois, 1927-1928. According to his daughter Terri, Pike gave a speech at the 1928 graduation and attributed, in part, achievements in later life to a "good start under the tutelage of Jesse Lowe Smith."
Pike was highly involved in Elm Place alumni activities throughout his life.

Rhoda Perlman founded Lakeside Realty in Highland Park. She served as the president of the Highland Park Chamber of Commerce, the first woman in that role, where she initiated the sidewalk sale and other business district initiatives.
According to Perlman's obituary in the Chicago Tribune, her "great passion was the theater" as a supporter and participant. She was a founding board member of Steppenwolf and Apple Tree Theaters. She was active in "Senior Producers" where she hosted Cuisine Scene. a
Perlman was born in Chicago and graduated from the University of Chicago. She and her family, husband Harry and daughters Barbara and Joan, moved to Highland Park mid-century.

Perkins was the advertising manager for the Daily Herald and Popular Mechanics. He also served as executive secretary of the Highland Park Chamber of Commerce.

Rollin M. Pease was one of 9 children of Daniel and Katharine B. (née James) Pease. The Pease family settled in Highwood, Illinois in 1889 where Oak Terrace School was erected. Pease, a bass-baritone concert vocalist, served as director of the voice department at Northwestern University for several years until 1931 when he received an appointment as director of the Voice Department at the University of Arizona.