Colin Calderwood

Mansfield Town

Despite being born and raised in the Stranraer area, Calderwood never played in the Scottish leagues. He started his career in the lower reaches of The Football League in England, with Mansfield Town. He played 100 league games for the club, three as substitute. His debut for Mansfield was spoiled by the club making an error in his registration which caused them to be deducted two league points.

Swindon Town

Swindon Town manager Lou Macari signed Calderwood from Mansfield Town in 1985, with a Football League tribunal setting the fee at £27,500. The 21-year-old Calderwood was installed as the club captain, and he made his debut on the first day of the season, a 1–0 defeat at Wrexham on 17 August 1985. Although that season started badly, it ended with the Town breaking the League points record as they won the Fourth Division title. Calderwood's performance in Swindon Town's defence won him the Adver Player of the Year award from the Swindon Advertiser. The following season, Calderwood helped Swindon Town to their achieve their second successive promotion, after beating Gillingham in the playoff final replay at Selhurst Park. As Swindon gradually improved in Division Two, Calderwood led the defence, missing only thirteen league games over the next three years. At the end of this period, he led the Town to their first promotion to the top flight, after beating Sunderland in the playoff final at Wembley in 1990. Shortly afterwards, Swindon were…

Northampton Town

Upon retirement as a player, Calderwood became reserve team manager at Tottenham. He became manager of Northampton Town on 9 October 2003. In his first two seasons in charge, Northampton reached the promotion playoffs. They finally won promotion in 2006 by finishing second in League Two, setting a new club record for clean sheets in a single season, with 25.

Nottingham Forest

Calderwood was appointed as manager by Nottingham Forest in May 2006. Calderwood enjoyed an unbeaten league start to his Forest campaign and won the managerial monthly award for August 2006. Forest led League One by seven points in late November 2006. This lead was squandered, and the club finished in fourth place, 11 points behind leaders Scunthorpe United. Forest lost 5–4 on aggregate to Yeovil Town in the promotion playoffs. In the 2007–08 season, Forest failed to win any of their first six competitive games of the season. Forest went on a good run of form after this, losing just once in fifteen games. Calderwood won a manager of the month award during this run, but he decided to sell the award trophy on eBay to raise funds for presents to hospital patients in Nottingham. The auction was said to have raised around £2,000. After this, there was a spell of inconsistent results, particularly away from home, which led to Forest dropping into the promotion play-off zone. Forest were nine points short of the automatic promotion places with just four games remaining,…

International

Scores and results list Scotland's goal tally first.

Manager

As of match played 2 May 2026

Player

Swindon Town

Second Division play-offs: 1989–90 First Division play-offs: 1992–93 Third Division play-offs: 1986–87 Fourth Division: 1985–86 Individual

PFA Team of the Year: 1991–92 Second Division

Manager

Northampton Town

League Two runner-up: 2005–06 Nottingham Forest

League One runner-up: 2007–08 Individual

League One Manager of the Month: August 2006, November 2007, April 2008 League Two Manager of the Month: January 2006