Famous alumni of the Generals include Hockey Hall of Famers Bobby Orr, Ted Lindsay, Alex Delvecchio, Dave Andreychuk, and Eric Lindros.

The Majors won the OHA title in 1935 versus the Kitchener Greenshirts, and played the Northern Ontario champion Sudbury Cub Wolves.

The Generals put together an unequalled feat of seven consecutive OHA Championships, and winning three Memorial Cups in the same span.

[citation needed] The Generals grew a reputation for treating its players well and signed many young men who would go on to National Hockey League fame.

NHL alumni from 1937 to 1944 include; Frank Bennett, Harvey Bennett, Les Colvin, Jim Conacher, Floyd Curry, Buck Davies, Bob Dawes, Jim Drummond, Frank Eddolls, Bill Ezinicki, Armand (Bep) Guidolin, Nick Knott, Ted Lindsay, Jud McAtee, Norm McAtee, Gus Mortson, Chuck Scherza, Ken Smith, Billy "The Kid" Taylor and Wally Wilson.

[citation needed] In 1960, Wren Blair began negotiations with Boston Bruins president Weston Adams to begin building the new Oshawa Generals.

[citation needed] In the meantime, the Oshawa Generals were reactivated for the 1962–1963 as a team playing in the Metro Junior A League.

Since the Toronto Marlboros used Maple Leaf Gardens as a home rink, the Generals team played out of nearby Bowmanville for one full season, and part of another.

[citation needed] The greatest player ever to wear an Oshawa Generals uniform, Bobby Orr, became a legend in the NHL and to be inducted in the Hockey Hall of Fame.

The Generals were coached that year by alumnus Armand "Bep" Guidolin, who played for Oshawa in the 1942 Memorial Cup, and subsequently made the Boston Bruins of the National Hockey League (NHL) as a 16-year-old.

[citation needed] The Generals defeated their bitter rivals, the St. Catharines Black Hawks, in the quarter-finals before eliminating the Montreal Junior Canadiens in the semi-finals, and winning the J. Ross Robertson Cup over the Kitchener Rangers.

[citation needed] After many dismal seasons through the late 1960s and 1970s, the Generals began to rebuild for a run at the Memorial Cup.

In 1979, the Generals hired Head Coach Paul Theriault, who would lead the team to nine consecutive winning seasons, including two Memorial Cup appearances.

[citation needed] During an early season practice, Bruce Melanson left the ice feeling very weak.

The Generals wore black arm bands for the remainder of the season in memoriam of their teammate they nicknamed "Moose."

Melanson's hard-hitting and aggressive style led him to be selected by New York Islanders in the second round, 41st overall, in the 1984 NHL Entry Draft.

The super series was played before the OHL playoffs commenced, and Oshawa defeated North Bay four games to three for the right to host the Memorial Cup.

The championship game on May 13, 1990, attracted 17,383 spectators who eventually witnessed the Generals defeat the Rangers 4–3 in double overtime on a goal scored by Bill Armstrong.

[citation needed] The Generals then participated in the 1997 Memorial Cup in Hull, Quebec, in which they finished third in the round robin and lost in the semifinal to the Lethbridge Hurricanes in overtime.

Other building blocks added to the team included Michael Del Zotto, Dale Mitchell, Cal Clutterbuck, Brett MacLean (then one of the youngest players in the OHL), goaltender Anthony Peters and eventually Calvin de Haan.

Christian Thomas, Scott Valentine and Michael Zador, along with several draft picks, were part of the Tavares deal.

Other additions included Tony DeHart and Lucas Lessio, a result of one of London's draft picks that was traded to Oshawa.

In January 2010, Tullio welcomed two new partners as owners – former NHL star and Stanley Cup champion Adam Graves and former championship OHL coach and manager Peter DeBoer.

J. Ross Robertson CupOntario Hockey League Championship George Richardson Memorial TrophyEastern Canadian Championship Memorial CupCanadian Hockey League Championship The Generals have had several head coaches who have also coached at the NHL level as head and/or assistant coaches including Charlie Conacher, Armand "Bep" Guidolin, Paul Theriault, Bill LaForge, Bill Stewart, George Burnett, Brad Selwood, Randy Ladouceur and D. J. Smith.

The Oshawa Generals retired number nine in honour of Red Tilson at a pregame Remembrance Day ceremony on November 12, 2006.

When the team was resurrected in 1962, they played both at Maple Leaf Gardens and also in the Bowmanville Community Arena (now demolished) for two seasons until moving until the Civic Auditorium.

A new outdoor rink was built four blocks away, where the present day Oshawa Armouries stand at the corner of Simcoe St. and Richmond St.

Its namesake was Ed Bradley, a prominent local businessman who was responsible for organizing the team and bringing Junior Hockey to Oshawa.

The arena was packed to the rafters many nights when Oshawa played there for the 1920s League championships versus Orillia and Owen Sound.

On March 10, 2005, Oshawa City Council approved what was then known as the "Downtown Sports & Entertainment Facility Project" after many years of waiting for a new arena.