The 53-year-old briefly worked for England in 2016 and was an integral part of the Club's 2015/16 Premier League triumph. Over his two spells with City, Shakespeare has won the top three league titles.
The midlands-born midfielder began his career with Walsall in 1981 where he played over 350 games – the highlight of which came in the 1987/88 season when he helped the Saddlers reach the third tier.
In 1989, Shakespeare signed for Sheffield Wednesday for £300,000, featuring 17 times for the Hillsborough outfit before a 1990 switch to West Bromwich Albion, where he would later join the coaching team.
After three years, a promotion and well over 100 games for the Baggies, Shakespeare took in spells at Grimsby Town, Scunthorpe United, Telford United and Hednesford Town before finally retiring in 2000.
Shakespeare stayed in the game however, taking up a role as an Academy Coach with former side West Bromwich Albion, and later taking charge of the reserves.
In October 2006, Shakespeare took caretaker charge of the first-team for a 2-0 win over Crystal Palace, but eventually left to join Leicester City as Assistant Manager to Nigel Pearson in July 2008.
Following promotion from League 1 in his first season at City, he joined Pearson for a brief spell at Hull City in 2010.
Shakespeare then returned to take up his role as Assistant Manager once again in November 2011, helping the Foxes to the brink of promotion to the top-flight through the 2012/13 Championship Play-Offs.
Despite an agonising Semi-Final defeat by Watford, City completed the job the following season with 102 points to win the second tier title and secure their return to the Premier League after 10 years away.
Later going on to achieve perhaps the greatest escape from relegation in recent memory, with seven victories from their last nine matches, the Club was about to enjoy unprecedented success on two fronts.
Under new manager Claudio Ranieri, Shakespeare remained a key figure in Leicester's backroom team. Despite all the odds suggesting another fight against relegation, City continued their excellent form.
With memorable victories over the likes of Chelsea, Tottenham Hotspur and Liverpool, the Foxes transformed themselves from relegation candidates to title contenders in just 10 unbelievable months.
Remarkably, despite pre-season odds of 5,000/1, they lifted the Premier League title for the first time in the Club's 133-year history in May 2016 with 23 wins, 12 draws and just three defeats all season.
During the following campaign, Leicester were rewarded with a debut entry in the UEFA Champions League. On 12 March, 2017 Shakespeare was announced as manager until the end of the season.
The impact was immediate and City went on to win their next six matches in all competitions. As a result, Shakespeare became the first British manager to win his first five Premier League fixtures.
He also successfully guided the Club to the quarter-finals of the Champions League. With a 3-2 aggregate success over Spanish giants FC Sevilla, the Foxes next faced Atlético Madrid in the final eight.
City came close to stunning the world again but a 2-1 aggregate defeat cut their maiden European Cup campaign short despite a determined and tactically astute performance in the second leg.