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The most notable highlights of Reynolds career include:

• Four time premiership captain-coach ( 1942, 1946, 1949, 1950)
• Three time Brownlow MedalThe Charles Brownlow Medal is an annual medal awarded by the Australian Football League to the "best and fairest" player of the year. It is named after Charles Brownlow. After each match, the three field umpires (the ones controlling the game) confer and winner ( 1934Events January-April January 1 Alcatraz becomes a federal prison. January 7 First Flash Gordon comic strip is published. January 10 Execution of Marinus van der Lubbe January 24 Einstein visits White House January 26 The Apollo Theater opens in Harlem, Ne, 1937Events January January 1 Anastasio Somoza becomes President of Nicaragua January 11 The first issue of Look magazine goes on sale in the United States. January 19 Howard Hughes sets a new air record by flying from Los Angeles to New York City in 7 hours,, 1938Events January -June January 3 The March of Dimes is established by Franklin Delano Roosevelt. January 11 Frances Moulton is the first woman to become president of a US national bank. January 20 Wedding of king Farouk I of Egypt and Farida Zulficar in Cai), the equal most of any player
• Seven time Essendon best-and-fairest ( 1934Events January-April January 1 Alcatraz becomes a federal prison. January 7 First Flash Gordon comic strip is published. January 10 Execution of Marinus van der Lubbe January 24 Einstein visits White House January 26 The Apollo Theater opens in Harlem, Ne, 1936Events January-February January 15 The first building to be completely covered in glass is completed in Toledo, Ohio, for the Owens-Illinois Glass Company. January 20 Death of George V of the United Kingdom. His son Edward VIII succeedes him as King of th- 1939, 1942, 1943), an equal club record
• 320 career games, a league record at the time of his retirement
• 443 goals scored, a club record at the time of his retirement
• Chosen as one of the twelve inaugural "legends of the game" by the AFL
• Chosen in the AFL team of the century
• Ranked as the greatest ever player for the club in the "Champions of Essendon"

Off the field, Reynolds was a shy and private man, noted for his humility about his footballing achievements. Only days before his death, after being given a standing ovation by the crowd at the "Champions of Essendon" announcement dinner, Reynolds was visibly moved and simply stated "I don't deserve any of this".