With sporting director Frank Arnesen and head of scouting Lee Congerton leaving for Hamburg, Roman Abramovich is set to lead a summer shake-up of the club's backroom staff and that could open the door for Grant's return to Stamford Bridge, according to the Daily Telegraph.
Grant, 56, has endured a turbulent season at West Ham, fighting against relegation and watching as the club's bosses attempted to replace him with Martin O'Neill in January. Even if he leads West Ham to Barclays Premier League survival it is far from certain he will keep hispost.
Old pals: West Ham boss Grant (left) and Chelsea owner Abramovich (right)
Grant managed Chelsea following Jose Mourinho's departure in 2007, leading his charges to a Champions League final defeat by Manchester United in Moscow. But rumours of player unrest saw Grant leave the club at the end of the season, and the Israeli took the Portsmouth manager's job in 2009.
Season to forget: Grant's West Ham are desperately fighting against relegation
Carlo Ancelotti's position as manager is also under scrutiny following Chelsea's alarming dip in form this season, but Grant is not being lined up as a replacement.
Grant could face competition from Guus Hiddink, another former Blues boss, for the director of football role.
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Explore more:People: Martin O'Neill, Frank Arnesen, Roman Abramovich, Jose Mourinho, Carlo Ancelotti Places: Moscow