Montgomery has emerged as one of the most highly-rated recruiters in English football and he was a key appointment by manager Alex McLeish in 2008.
He has good contacts in England and abroad, which has been demonstrated in recent months with the likes of Alex Hleb and Nikola Zigic being lured to St Andrews.
Montgomery's hold on the domestic market is also very good, with lower league signings such as Scott Dann and Roger Johnson now shinning with Birmingham.
Chelsea are looking for a replacement for Frank Arnesen, who has confirmed he will be leaving at the end of the season.
Former Barcelona technical secretary Txiki Beguiristain is thought to be one name on their list, but now Montgomery has also emerged as a candidate.
And even if Chelsea opted for Beguiristain or another foreign chief to replace Arnesen, Montgomery could still be wanted by Stamford Bridge bosses to enhance their scouting resources.
A former European scout with West Ham and Rangers, Montgomery is also highly respected on the continent and was previously offered a position with Barcelona.
Barclays Prem Winner 10/11 Win Outright: Chelsea 6/4
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