A midfielder, Calderwood won an apprentice contract with Birmingham City in 1971, going on to make over 150 senior appearances.

He joined Sparta Rotterdam in 1979, where he played alongside Dutch football giants, and future coaching luminaries, in former Rangers boss Dick Advocaat, Danny Blind and Louis van Gaal.

Calderwood would see out his playing days in the Netherlands, turning out for Willem II, Roda JC and Hercales, where he retired in 1989 and became a coach.

His first managerial appointment came in 1996, as he was promoted from his assistant’s position at Willem II, before moving to NEC Nijmegen a year later.

In 1999, Dunfermline brought him home to Scotland, and Calderwood repaid their faith by winning the second-tier title in his first season.

In the top division, Calderwood’s side finished ninth, sixth, then fifth, qualifying for the Uefa Cup, before earning a club-best fourth place in 2004, while losing the Scottish Cup final to Celtic.

Dunfermline say they are “hugely saddened” by his death.

After five years at East End Park, Calderwood moved north to Aberdeen, spending another five years at Pittodrie.

HIs best domestic season came in 2006-07, when the Dons finished third in the league – their highest placing in 21 years – and claimed European football.

That sparked an improbable Uefa Cup run during the following campaign, when Dnipro were dispatched in the qualifying round, FC Copenhagen hammered in the group stage, and qualification to the last 32 secured.

Aberdeen drew Bayern Munich and battled to a storied 2-2 draw at Pittodrie before being swatted aside in the return leg.

Calderwood left Aberdeen in 2009, and kept Kilmarnock in the top flight after taking over at Rugby Park in January 2010.

He oversaw Ross County’s Challenge Cup win a year later, before returning to the Netherlands with Go Ahead Eagles.

He revealed his dementia diagnosis in August 2017 in a bid to raise awareness of the condition.