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Here, Mirror Football looks at how five former Liverpool players who went directly from the Reds to Real Madrid fared as Alexander-Arnold prepares to make a similar jump...
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Where else to start than with McManaman?
Like Alexander-Arnold, McManaman was a Liverpool academy graduate who ran his contract down before swapping the Premier League for La Liga.
He even plundered one of the three goals in Los Blancos' triumph over Valencia in the Champions League final back in 2000.
With McManaman holding his own amid Real Madrid's band of 'Galacticos' during that same period, when it comes to regrets, it's hard to see him having many.
Michael Owen only spent one season with Real Madrid(Image: Getty Images)
Another hometown hero gone AWOL, Owen failed to replicate the heights he hit at Anfield over in Spain.
But by his own admission, he struggled to acclimatise to life in Spain and ending up pursuing a prompt return to England with Newcastle.
Xabi Alonso was a big hit at Real Madrid after signing from Liverpool(Image: Getty Images)
Alonso may not have been forged in Liverpool's academy like Messrs McManaman and Owen, but that's not to say his departure - back in the summer of 2009 - stung any less.
He only won the league once, though, along with one Champions League triumph before moving on to Bayern Munich.
Jerzy Dudek hardly played for Real Madrid(Image: Liverpool Echo)
Liverpool's Istanbul hero also went from Anfield to the Bernabeu in the twilight years of his career.
During that lean period Real Madrid themselves only won one La Liga title, a Copa Del Rey and a Spanish Super Cup.
Arebloa had played for Real Madrid in his youth before eventually finding his way back there(Image: AFP/Getty Images)
Once a marauding right-back, Arbeloa is still on the books of Real Madrid, albeit now in the form of a highly-rated youth coach.
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