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Ryan Giggs
The most successful of the group during his playing days, winning a remarkable 34 trophies during his career with Manchester United, it always felt like Giggs was the most likely of the group to go on to become a manager.
This transition started with his appointment to a coaching role during David Moyes' ill-fated spell in charge of the club. When Moyes was eventually dismissed following a dismal period at the club it was Giggs that United turned to as caretaker manager for the final four games of that season, winning two, drawing one and losing one of his games in control of the side.
He followed that with two years as assistant coach during Louis Van Gaal's tenure before leaving to strike out on his own following the appointment of Jose Mourinho.
Giggs was given his first full-time managerial role when he was appointed as manager of Wales in 2018, replacing Chris Coleman.
With a focus on bringing through the next generation of players, Giggs and his team experienced some mixed results, thrashing China 6-0 in his first game in charge, and beating Republic of Ireland home and way in the UEFA Nation's League.
There was a 0-0 draw away in Mexico but there were also five defeats losing to Denmark (twice), Spain, Uruguay and most disappointingly Albania.
They begin 2019 with a friendly against Trinidad and Tobago before qualification for Euro 2020 starts, which is where Giggs will ultimately be judged.
