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In July 2018, Pearson joined newly-promoted Macclesfield Town on a one-year deal.

Pearson joined Coventry City on a non-contract basis on 4 August 2017. He was released on 30 August having made no appearances.

In September 2017, he joined Kidderminster Harriers on a deal until the end of the season

Following his departure from Leicester, Pearson trained with his former club Rotherham, before joining Barnet on 2 February 2016, "on a non-contract basis". In March 2016, he signed a contract to keep him at the club until summer 2017. Pearson suffered a knee injury in 2016–17 pre-season which kept him out for the entirety of the campaign. He was released at the end of the season.

On 27 October, Pearson joined Conference Premier side Wrexham on a month-long loan, eventually extended into January 2015. He played five league games for Wrexham, in addition to two FA Trophy games and three rounds of the FA Cup, ending with a 1–3 defeat at top-flight Stoke City in the third round on 4 January.

In March 2015, Pearson joined Peterborough United on loan until the end of the 2014/15 season. He did not make an appearance for the club, featuring twice on the bench.

On 17 June 2015, Pearson's contract was terminated by Leicester City following a controversial incident during the club's promotional tour in Thailand.

In May 2015, during an Asian promotional tour, Pearson and teammates Tom Hopper and Adam Smith, according to the media reports, "took part in a racist sex tape filmed on the club's end-of-season tour of Thailand", a copy of which was obtained and published by the Sunday Mirror. According to the media reports, "One of the men in the video ... can be heard using a racist insult against a woman." The three players apologised for their behaviour. All three were sacked on 17 June. In relation to the tape, Nigel Pearson too was sacked as Leicester manager by the club's Thai owners, on 30 June 2015.

On 11 March 2014, James Pearson joined League One club Carlisle United on loan for the rest of the 2014–15 season, along with Watford's Reece Brown. The next day, he made his professional debut, playing the full 90 minutes in a 0–1 defeat at Sheffield United. He went on to represent Carlisle in a draw against Stevenage and a loss to Notts County, before returning to Leicester, where he extended his contract by one more year on 2 June.

On 26 August 2014, Pearson made his Leicester City debut, along with Ryan Watson and Michael Cain, in the 0–1 League Cup second round home defeat to League Two Shrewsbury Town, playing the whole match.

On 19 September 2012, Pearson joined, on a 12-month contract, Football League Championship side Leicester City, who were then managed by his father Nigel, the season before they returned to the Premier League after a ten-year absence.

Pearson's youth career began at Rotherham United. He was released from the club in the summer of 2009.

James Pearson (born 19 January 1993) is an English professional footballer who plays as a defender for Macclesfield Town.