A brilliant centre-half-back, he commenced his career with Essendon Football Club 1918. Transferred to Sydney in 1921 with his employment, Fitzmaurice played that season in the local competition and captained New South Wales against Victoria and Tasmania. He rejoined Essendon in 1922 and later formed part of their very successful 1923 and 1924 premiership teams. In the famous Essendon "mosquito fleet" (so called because of the half-dozen players 168 cm or under), Fitzmaurice was the tallest member of the side at 189 cm.
He played in a premiership team at Geelong Football Club in his first year. Leaving Geelong after 1928, he played with Mortlake and then the VFA side, Yarraville. He returned to the VFL in 1932, playing with North Melbourne. Moving to the forward lines he became their leading goalkicker for three seasons.
He took over the coaching position at North after Dick Taylor resigned in disgust in mid-1934.[3] He had eight games to turn the club around, but they didn't win any games. Re-appointed for 1935, Fitzmaurice resigned a broken man after a winless 8 rounds. The last straw was an insipid effort against eventual premiers Collingwood.[4]
In 1936, he agreed to be a committeeman at Essendon. After twelve months he decided to play again, this time in Penguin, Tasmania.[5]
Victoria 13.16 (94) defeated Tasmania 7.13 (55), at North Hobart Oval, 7 August 1924, crowd: 8,000
Victoria 15.13 (103) defeated Western Australia 14.11 (95), at North Hobart Oval, 9 August 1924, crowd: 15,687 Victoria 14.26 (110) defeated New South Wales 4.6 (30), at North Hobart Oval, 12 August 1924, crowd: 350
Victoria 17.16 (118) defeated South Australia 9.11 (65), at North Hobart Oval, 15 August 1924, crowd: 12,876