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In February 2019, it was announced that Gunston had been appointed Vice-Captain, alongside new Captain, Ben Stratton. His forward partnership with Breust was not as effective as the previous season, with the pair kicking only a combined 60 goals between them, and Hawthorn missing the finals.

Gunston was moved back into the forward line for 2018. He enjoyed good form, forming a forward partnership with Luke Breust with the pair kicking a combined 105 goals between them. Gunston personally kicked 48 goals and came equal 6th in the Coleman Medal.

Gunston had a poor beginning to 2017, not kicking a large amount of goals. As both a result of this and large number of injuries suffered by Hawthorn's key defenders, Gunston was moved into the backline, where he significantly improved his performance.

In 2016, Gunston was forced to take on new roles due to the season-ending injury received by Jarryd Roughead, occasionally moving into the centre. Regardless, he kicked 51 goals over the Home-and-Away season and the finals, and was widely regarded as being in excellent form.

Gunston played in the 2013 Grand Final against Fremantle, and was one of the best players on the ground, kicking 4 goals to be the leading goal scorer in the match and finishing second in the Norm Smith Medal count to teammate Brian Lake. Gunston played an important role as key forward in 2014, finishing with a career high 58 goals for the season, and earning his second premiership as Hawthorn triumphed in the Grand Final. In 2015 Gunston was Hawthorn's leading goalkicker, kicking 57 goals. He injured his knee in the Qualifying Final against the West Coast Eagles, but returned in the Grand Final to kick 4 goals, in Hawthorn's three-peat victory against the Eagles once more.

Gunston has a reputation for being very accurate in kicking for goal from set shots, being frequently described as a "sharp-shooter". He is said to have a "very balanced, methodical set-shot routine", with a focus on a straight drop-ball. Towards the end of the 2013 season, it was reported that Gunston had the best conversion rate out of the top 50 goal-kickers in the competition, with 82.5 percent of his set shots from the past two seasons resulting in goals.

In his first season at Hawthorn he played 19 games, including the 2012 Grand Final, and followed up in 2013 with 23 games.

In 2011 he played 12 games, kicking five goals against Richmond in round 23.

Gunston made his AFL debut against the Brisbane Lions in round nine of the 2010 AFL season. In a promising debut Gunston collected seven disposals and kicked a vital goal in the final quarter. He played one more game in round 18 against Richmond collecting nine disposals. He finished the year on the wing with Central District's 2010 premiership Side.

Gunston was raised in Melbourne and attended Haileybury College, playing school football alongside three other future AFL players (Tom Scully, Jack Hutchins, and Tom Lynch). His father, Ray Gunston, played VFA football for Brunswick, and later moved into sports administration. Gunston began his junior career with the Beaumaris Football Club. He originally played mainly as a midfielder, but after growing 15 centimetres (5.9 in) in two years he began to play more in key positions. In 2009, the year he became eligible for the AFL Draft, Gunston was selected for the Sandringham Dragons, a TAC Cup team. Early in the season, he dislocated his elbow in a practice game, an injury which took eight weeks to heal. Gunston played for the Dragons in only their last six matches, but was nonetheless a second-round pick in the 2009 AFL National Draft, taken by Adelaide with the 29th pick overall.

Jack Gunston (born 16 October 1991) is a professional footballer who plays for the Hawthorn Football Club in the Australian Football League (AFL).