Later in life, Hewitt published his memoirs, had two arms broken in a car accident that killed his wife, and a heart attack while on a tour of Czechoslovakia with the Winnipeg Maroons.

He was a life member of both the OHA and the CAHA, the guest of honour at two testimonial dinners, and multiple ice hockey trophies were named for him including the Dudley Hewitt Cup.

[19] Hewitt's subsequent jobs as a youth included sorting and polishing apples, a messenger at a law office, a labourer at the Eckhardt Casket Company, and as a stock boy at a grocery store owned by his uncle.

[2][15] The paper's city editor left Hewitt in charge one afternoon, with instructions to fire a young reporter named William Lyon Mackenzie King if he showed up.

[29] During the late-1890s, Hewitt and business partners arranged day trips by train for spectators to attend the Fort Erie Race Track, and the Kenilworth Racetrack in Buffalo, New York.

[38] He also regularly covered baseball, boxing, horse racing, and lacrosse;[38][39] in addition to sports played by the Canadian Interuniversity Athletic Union.

[81] Sutherland then served in Europe with the Canadian Expeditionary Force during World War I, and Hewitt worked alongside OHA executive J. F. Paxton to keep the CAHA functional.

[82][83] Hewitt conducted business as needed by mail-in votes, without holding annual elections or meetings due to prohibitive costs during war time austerity measures.

[83][84] He assisted Allan Cup trustees to schedule national playoffs for the trophy,[85] and collaborated with Saskatchewan Amateur Hockey Association secretary W. C. Bettschen on drafting uniform rules for the competition.

[50] In March 1919, the CAHA held its first annual meeting after a four-year hiatus, and adopted uniform rules for Allan Cup competition, and sought to form an alliance with senior hockey in the United States.

The committee included the registrar, the sitting president, and two members each from Eastern and Western Canada; and aimed to investigate all registrations to exclude professionals and reduce the number of players transferring teams solely for hockey instead of employment.

[92] Hewitt then implemented standard registration and transfer forms completed in triplicate, including copies for the player's team, the local governing body, and the CAHA registrar.

[95][96] In 1923, Hewitt and J. F. Paxton collaborated to negotiate an agreement to govern the migration of senior hockey players to and from the USAHA,[96] and a proposal for the CAHA to assume control of the Allan Cup.

[96] The CAHA appointed Hewitt to the newly created registrar-treasurer position in March 1925, adding financial oversight to his duties in addition to the registration committee.

He oversaw monetary gifts to the Government of Canada and the purchase of victory bonds to help with the war effort, and grants towards the development of minor ice hockey.

[105][106] CAHA president Frank Sargent chose to host the Memorial Cup finals at Maple Leaf Gardens during the war to generate the greatest profit to reinvest into hockey in Canada.

[127] The CAHA agreed to defer the NHL's development payments to amateur teams, until the players lost to wartime enlistments had returned to professional hockey.

[134] The CAHA resumed international playoffs for senior hockey when Hewitt arranged a season between the 1934 Allan Cup champion Moncton Hawks and the Detroit White Stars.

Hewitt supported a rule change which allowed a referee to give a three-minute penalty to a player throwing a stick to prevent a goal-scoring opportunity.

[163] He was named chairman and secretary of the board of governors in 1944,[164] and the CAHA agreed to donate 25 per cent of its profits from the 1945–46 season to help erect a building for the hall of fame.

[173] During World War I, Hewitt served on the executive of the Sportsmen's Patriotic Association, which sought to provide sporting equipment to soldiers in the Canadian Expeditionary Force.

[194] In his weekly report to the Toronto Daily Star, Hewitt wrote that the Granites would face multiple changes in conditions compared to hockey games in Canada.

[198] After the Olympics, Hewitt accompanied the Granites to exhibition games in Paris and London, followed by an audience with HRH The Prince of Wales at St James's Palace, then sailing to Canada aboard SS Metagama from Liverpool to Saint John.

[208] The University of Toronto Graduates as the 1927 Allan Cup champions were chosen to represent Canada in ice hockey, and Hewitt oversaw the team's finances at the Olympics.

[226] In December 1906, The Gazette reported that a proposal originated from Ottawa for the ORFU and the Quebec Rugby Football Union to merge, which would allow for higher calibre of play and create rivalries.

[227] He helped organize the meeting which established the Inter-provincial Rugby Football Union (IRFU) in 1907, which included teams from Montreal, Ottawa, Toronto and Hamilton.

[244] In 1950, the Legislative Assembly of Ontario passed a bill to establish a body to oversee all forms of horse racing in the province, and to issue licenses to all persons involved in the sport.

[8][248] On Sundays, he regularly took the family on road trips in their 1912 Pullman automobile to Hamilton or Oakville, and his children sometimes accompanied him in the press box while he reported on sporting events.

[266] On December 8, 1953, Hewitt was the guest of honour at a testimonial dinner attended by 500 sportsmen from Canada and the United States, to celebrate his 50th anniversary as secretary of the OHA.

[79] Journalist Scott Young credited Hewitt for being a forward thinker, and in tune with George Dudley in reversing the ban on professional coaches in the OHA.