Chelsea had a big decision to make following the departure of Jose Mourinho in September 2007.
The west London club had come off the back of two consecutive Premier League titles, but Mourinho's third season at the club did not go to plan.
He departed after just six games with the club having picked up 11 points from their opening six games.
Chelsea were aways going to have a tough task on their hands replacing the Portuguese manager.
However, instead of appointing a big name, Roman Abramovich controversially decided to hire Avram Grant as his successor.
The former Chelsea director of football hadn't even managed outside of Isreal, but Abramovich trusted he could enjoy success.
And to be fair, he didn't do too badly.
Chelsea would narrowly finish second in the Premier League to Manchester United, while they also finished runners-up in the League Cup and Champions League.
He would leave his post in May 2008 as Luiz Felipe Scolari was handed the reigns.
His eight month stay at the club didn't bring about any silverware, but how successful was he in the transfer market?
Grant had just one transfer window to make his mark, where he made three signings, and it can be said he did a very good job.
So, what happened to the signings he made in his only transfer window?
Nicholas Anelka - £15 million
Anelka arrived at Chelsea with a lofty reputation, having featured for the likes of Real Madrid, Arsenal and Liverpool earlier on in his career.
He would go on to become a key member of the squad, and ended up scoring 59 times in 125 games for the club.
The French striker departed Chelsea in 2012 for Shanghai, and would go on to represent Juventus and West Bromwich Albion before retiring with Mumbai City in 2015.
Branislav Ivanovic - £9.7 million
What a signing Ivanovic was.
The Serbian defender would cement his place on the right of Chelsea's defence, while also covering in the centre when needed.
While he was a superb player defensively, he also had a knack of scoring goals; notching 34 in his 377 outings for the club.
He departed for Zenit St Petersburg after 10 seasons with the club, where he is still playing.
Franco Di Santo - £3.4 million
Di Santo didn't have much success at Chelsea but, he has been able to make a name for himself since leaving the club.
Signed at the age of just 18, Di Santo failed to score in his 16 appearances for Chelsea.
He now plays in the Bundesliga with Schalke after successful spells with Wigan Athletic and Werder Bremen.
Not bad going, Avram.