Membership cards signed by Harvey J. Sims for the Rangers Football Club dated 1890 and 1899, listing officers and executive, club grounds and colours. In 1890, Harvey J. Sims is listed as on the Committee of Management; in 1899, he is on the executive committee. The 1899 card includes the W.F.A (Western Football Association) schedule for the spring season. These cards are in addition to a copy of the Western Football Association Annual for 1900, edited by D. Forsyth, Secretary Western Football Association and printed in Berlin. This volume contains the constitution and rules, hints for referees and players, as well as detailed lists of champion teams from 1880 to 1899. The pages for 1900, printed in red, appear to have been pasted in at the front and end of the 1899.

Wide range of ephemera retained by Harvey J. Sims between 1886 and 1912. Includes invitations to "at homes" and organized social events, dance cards, dinner menu, also a copy of the The Second Annual Meeting of the Ontario Associated Boards of Trade, Toronto, Feb. 22-23, 1912.
Some ephemera is associated with local clubs, most of which Harvey was a member: Berlin H.S. Musical and Literary Society, The Beavers' Club, Grand River Lodge, Bachelors of Berlin and Waterloo, The Berlin Club and Young Men of the Ark.
Includes an 1896 curling scorecard with heavily illustrated covers, advertising the Dominion Brewery, Toronto, and Harvey J.'s Trinity University convocation program, June 27, 1896.

Memorandum of agreement made June 22, 1944 respecting the will and assets of Harvey J. Sims in light of his impending marriage with Gay Estill Robb. This agreement is signed and sealed by all parties and witnessed; the attached will of the same date is signed and witnessed, two other notarized documents also signed and witnessed.

Agreement (carbon) between Harvey J. Sims and his sister Rella May Stewart dated January 2, 1923, concerning possession and ownership of silver and gold items from their parents' estate.

Long poem of 22 stanzas by Harvey J. Sims on the occasion of travelling to the Pan-American Exposition in Buffalo, N.Y. in 1900 with "Mrs. Roos, 3 girls."

Three letters from friends of Harvey J. Sims.

Letter from Nellie Sharpe dated July 27, 1930, Winnipeg, Manitoba to her cousin Harvey J. Sims, conveying the news that their mutual uncle, William Andrew Sims, had died in New Westminster, B.C. on July 21 or 22. She says of him, "he was a harder man than your father [Peter H. Sims] or mine [James C. Sims], not the genial temperament they had."

Letter from William Harvey Sims dated April 7, [1930?], Toronto to his father Harvey J. Sims, concerning financial matters and his Osgoode Hall graduating banquet the night before.

Eleven letters to and from Harvey J. Sims and Rella May Stewart and family.

Five letters from Jemima Sims in Toronto to her son Harvey J. Sims.

Edinburgh, Scotland (includes envelope).

Hartford, Conn.: family news.

Toronto: about proposed European trip and possible consequences for Harvey's position at work (includes envelope).

On hearing a report that Harvey had been struck by a ball, Jemima advises him strongly to give up football as "beneath the dignity of a practicing [sic] barrister" (includes envelope).

From Waterloo: letter to M.J. Sims in Petoskey, Michigan (includes envelope).

Steamship Ascania (includes envelope).

Waterloo: letter addressed to Harvey in Forest, relaying all the family news, describing their mother's reaction to a newspaper report that Harvey had almost drowned (includes envelope).

Waterloo, Berlin: "Band and Fireman's Tournament," caution concerning conduct away from home.

Step by step instructions for preparing Harvey's new house for occupancy, starting with liming the cellar and ending with papering and decorations (includes envelope).

Waterloo: concerning bible class.