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In September 2017 he was appointed as manager of non-league club Radcliffe Borough. He left the club in January 2020 citing differences over the future direction of the club.

On 24 February 2015, Macken came out of retirement to sign for Bamber Bridge. He made his debut in a 2–1 defeat to Darlington 1883 on 28 February.

The next day, he marked his return with a fine finish in the home game with Colchester United. He bagged the second goal in a 2–1 win over West Bromwich Albion on 9 February and he was again on the scoresheet as the Reds thrashed Ipswich Town on 11 March.

On 31 January 2013, it was announced by Stockport County that Jon Macken had signed until the end of the 2012–13 season on a free transfer. Along with Mark Cullen and Jake Fowler, he was the first signing by new manager Darije Kalezić.

Macken made his Stockport debut as a second-half substitute in County's 3–2 home win over Nuneaton Town on 2 February. He scored his first goal for the club against rivals Macclesfield Town on 30 March. Following their relegation from the Conference National, he was released.

On 9 October 2012 it was reported that Macken had signed for Northwich Victoria. He made his debut for the club in a 1–1 draw at Newcastle Town, as an 80th-minute substitute, that evening.

On 19 August 2010, League One club Walsall signed Macken on a one-year deal with the option of a further year. On 9 May 2012 it was announced that Macken had been released by Walsall.

He was released by Barnsley after the 2009–10 season and left when his contract expired in June.

He made a couple of substitute appearances for the Rams but his inevitable return to Barnsley was secured on 28 January 2008 for £200,000.

On 31 January 2007 Macken joined Derby County on a free transfer. Derby were promoted to the Premier League at the end of the 2006–07 season, but he failed to win a regular place, or even score for The Rams, and was loaned out to Championship side Barnsley for two months in November 2007. Although he was recalled on 27 December 2007 he eventually signed a permanent deal with the Tykes on 28 January 2008 for an undisclosed six-figure fee.

Macken initially joined Barnsley on 1 November 2007, on loan from Derby County. He made his debut against the club that made his name, Preston North End. He remained goalless for his first nine games, despite having produced a string of fine performances. On 22 December, he scored his first Barnsley goal against promotion chasing Bristol City after a fine run and shot.

Torghelle left permanently for Greece, but again his playing opportunities were limited. On deadline-day of the Summer 2006 transfer window, he made a further move to Ipswich Town in The Championship, this time on loan, being handed the number 27 shirt. The loan was finally agreed when Ipswich agreed to pay an increased proportion of his wages. Macken scored three goals for the Tractor Boys before returning to Selhurst Park.

However, things turned upwards from there. Poor form by Morrison in the run-up to the Christmas period gave Macken his chance, and he scored his first competitive goal for Palace in the game at Coventry City, on 14 October 2005 (he had previously scored in a pre-season friendly), and scored again on 26 December, at Ipswich Town, although he was later sent off.

He has one international cap for the Republic of Ireland which he earned in 2004 whilst a Manchester City player.

Despite representing England at youth level, Macken was cleared to play for the Republic of Ireland in 2004; he qualified because of his grandparents who were born in Cavan. On 18 August 2004, he made his debut when he replaced Clinton Morrison in the 63rd minute of the 1−1 draw with Bulgaria at Lansdowne Road.

Following this success, Macken moved into the Premier League with a transfer to Manchester City in February 2002, for a fee of £5 million. He is most remembered at City for scoring the winner in the 4-3 comeback win against Tottenham in the 2003–04 FA Cup on 4 February. However, he was severely hampered by a succession of injuries, and only made 27 league starts in over three years. This downturn in his career brought about a move away from Manchester and Macken joined Crystal Palace in the summer of 2005 for £1.1 million.

He scored over 70 goals at Preston, twice winning the Player of the Year award. In 1999-2000, under David Moyes, 25 goals from Macken saw Preston win the Second Division title.

Macken began his career at Manchester United and signed professional in 1996, but never played a first-team game for them and left on 22 July 1997 in a £250,000 move to Preston North End in 1997.

Macken made his debut for the England U20 national team in June 1997; he replaced Danny Murphy in the 64th minute of the win against the United Arab Emirates during the 1997 FIFA World Youth Championship in Malaysia. He picked up a late booking in the 5−0 win at the Larkin Stadium. This turned out to be his only cap.

He began his career with Premier League side Manchester United in 1995 but was released two years later after failing to make a first-team appearance. He joined Preston North End for £250,000 and managed to notch up 63 goals in 189 league matches until his departure to Manchester City in 2002. Macken eventually made his first Premier League appearance for City. He only managed to score seven goals in 51 appearances during his three years with City but notably scored against United in the Manchester derby in 2004. He signed for Crystal Palace in 2005 and while there, moved to Ipswich Town on loan. In 2007, he moved again to Derby County but was loaned out to Barnsley after failing to make an impact at Pride Park where he failed to score in 11 league appearances. He joined Barnsley permanently in 2008 and moved again to Walsall two years later. He was released by The Saddlers at the end of the 2011–12 season and joined Northern Premier League side Northwich Victoria, before joining Stockport County briefly in 2013.

Jonathan Paul Macken (born 7 September 1977 in Blackley, Manchester) is an English football manager and former player who played as a striker.