Sydney Olympic Macallister was born in
Manly, New South Wales .As a youth, he played for his local Manly Warringah Dolphins before moving on to
Sydney Olympic (then known as the Olympic Sharks). He marked his professional debut for the club in 1999 by scoring in his first appearance.
Northern Spirit Having won the 2001–02
National Soccer League with the Sharks, Macallister proceeded to join another club from Sydney, the now defunct
Northern Spirit. Macallister was then supposed to have left for Switzerland and
FC Aarau in August, but immediately regretted signing the contract. The transfer was eventually called off and Macallister instead continued playing for Northern Spirit until he was bought by the Norwegian club
Brann in February 2004.
SK Brann After some initial success – he scored two goals against
Molde in the second round of the
2004 season – Dylan figured mostly as a substitute. He scored 10 goals in 38 appearances which equates to approximately 20 matches in terms of playing time. Macallister's first season was blighted by a fatigue injury and after a good start to his second season he suffered a training injury, sidelining him for eight weeks.
FC Lyn Macallister was sold to Lyn on 29 March 2006 and debuted in the season opener against
Start. He appeared in the starting line-up in his third and fourth matches, scoring a fine goal in the fourth, but failed to become a regular. Following the end of the transfer dispute over
Mikel John Obi and subsequent return of Lyn's other Nigerian players,
Chinedu Ogbuke and
Ezekiel Bala, Dylan Macallister was one of three non-EU players on the team at a time when Norwegian clubs were only allowed two non-EU players in their matchday squads. He was therefore loaned out to the
First Division club
Sparta Sarpsborg, from 16 August until the end of the season.
Sparta Sarpsborg During his stay at Sparta he made nine appearances, scoring two goals. Sparta retained their spot in the league, but Macallister's season ended on a dull note as he was sent off in his last game. He returned to Lyn for the 2007 season, but made just five league appearances for the club, scoring no goals.
Central Coast Mariners His contract with Lyn originally lasted to the end of the 2008 season, but it was announced on 28 March that he was released of his contract, and had signed with Australian
A-League club
Central Coast Mariners. He scored two goals on debut for the Mariners against the
Queensland Roar.
Wellington Phoenix On 13 May 2010, it was announced that Macallister had signed a contract with the
Wellington Phoenix, bringing him to the
New Zealand capital to play as a target-man. During a highly publicised pre-season match against Argentine side
Boca Juniors in 2010, Macallister scored the opening goal in the 24th minute as Phoenix went on to win 2–1. He scored seven league goals in 14 starts during his time with the Phoenix.
Breiðablik Macallister signed for Icelandic champions
Breiðablik on 16 May 2011. He made his debut on 22 May in a 3–1 win against
Fylkir. On 20 July 2011, Macallister scored
Breiðablik's first ever goal in a
European Competition, in a 2–0 win against Norwegian champions
Rosenborg.
Gold Coast United On 11 August 2011 it was announced he had signed a contract with
A-League outfit
Gold Coast United, scoring 5 goals in 15 appearances in the 2011/12 season.
Rockdale City Suns On 25 May 2012, Macallister joined the NSW Premier League side
Rockdale City Suns to maintain match fitness before his next top level stint.
Melbourne Heart Macallister played for the
A-League side
Melbourne Heart in their opening game of the 2012/13 season against the
Melbourne Victory, which they won 2–1; Macallister scored the winning goal in first half stoppage time. Now also runs a boys soccer team with former Albion Rovers legend Mark Leonard.
Eastern Salon Macallister was released by Melbourne Heart and joined
Eastern Salon in January 2014. During his time with the club, he became a popular figure among supporters, who created a chant in his honor.
Return to Rockdale Macallister signed for
Rockdale City Suns in the
National Premier Leagues NSW for the remainder of the
2015 NSW NPL season and the
2015 FFA Cup. ==International career==