Manchester United chief operating officer Michael Bolingbroke will join Inter Milan at the end of the season.
The Premier League champions' top brass were left stunned when Bolingbroke announced he was to leave Old Trafford in the summer.
Bolingbroke's departure will see him become the second Manchester United employee to swap Old Trafford for the San Siro ahead of the 2014/15 campaign.
Manchester United defender Nemanja Vidic has already agreed a pre-contract with Serie A giants Inter Milan ahead of his free transfer move to the Italian outfit.
And Bolingbroke has decided to follow Vidic to Italy after being headhunted by Inter Milan owner Erick Thohir.
The Daily Mail suggest Bolingbroke's exit will not severely hamper Manchester United's performance away from the pitch as Ed Woodward and Richard Arnold have impressed in their new respective roles.
However Bolingbroke's exit is the first time a senior director has jumped ship to another club since Peter Kenyon controversially joined Chelsea in 2003.