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This collection is comprised of valentines ranging designed and printed 1904 to 1918. Many of them have names written on them, and seem to have been given from students to teachers. Height, size, and style varies. Many of them have moveable parts, lace, macramé, and tissue paper. They are very delicate objects and fall apart easily. The valentines are styled as flat calling cards, double folio cards (some standing with a leg and some just open), while the majority of the collection are pop-ups, both with moveable and non-movable parts. A single valentine is in German, but the rest of the collection is in English.

A photo album (Box 1) created by August G. Haak to document early aviation in Highland Park. The photo album contains various ephemera including photographs, programs, ticket stubs, and newspaper clippings. There is also a focus on Haak's life outside of his aviation interests including his business and family life. Of note are personal items of William and Ellen Edwards including records from Royal Neighbors of America, material from Haak's involvement with St. Mary's Church, Deerfield High School commencement from 1903.

Box 2 contains Haak's goggles, pilot's cap, Dictator Sports Goggle container (tin) and Department of Commerce Aeronautics Brange Identification Mark (6953) tag.

Scrapbook from American Legion Illinois Highland Park Post 145 documents Auxiliary and Auxiliary participation in local, state and national events. Clippings, organizational, pamphlets, photos and Manual of Cermeonies create the scrapbook. Also includes membership list for 1948 Post 145 American Legion Auxiliary.

Correspondence, minutes and membership lists.

Records, including original blueprints, specifications, floor plan, graphic rendering, bill of sale, aerial survey, and plat of survey for 3292 University Ave. in Highland Park, Illinois.

Class images of grammar schools St. James School, Elm Place School, Ravina School, Deerfield Grammar, Oak Terrace, Lincoln School.

Business records, including ledgers, letter books, stock certificates and minutes from the Highland Park Building Company.