Date of birth
Born in Southwark, Bertrand began his career at Gillingham where he joined their youth system aged just nine. He attended the Robert Napier School in Kent but moved back to London in July 2005 when he signed for Chelsea, the deal initially set at £125,000.
Young and inexperienced at the time, he was sent out on loan multiple times starting with Bournemouth in 2006. The following seasons were a 60:40 split between Norwich and Oldham before the Chelsea man was brought to Reading on a year’s loan in July 2009.
He scored his first ever professional goal with the Royals against Derby County on 10th March. Although short, he certainly made an impact during his time in Berkshire, he finished third in voting for Player of the Season behind Gylfi Sigurdsson and Jimmy Kébé.
Following his season with Reading he had a brief six-month period with Nottingham Forest before returning to his parent club in the January.
He made his Premier League debut with the Blues on 20th April, replacing Ashley Cole on in the 57th minute of a home game against Birmingham. He marked the occasion by assisting Florent Malouda, his cross time to perfection to allow the Frenchman to head past Ben Foster in between the posts.
Starting the 2011/12 season, six years after joining the club as a school-boy, the time finally came where the left back to make his first start for Chelsea – It came against Fulham in the League Cup where the Blues won the match 4-3 on penalties.
From then on, Bertrand started to punch his way into the first team, having made 53 appearances for them by the end of the 2012/13 campaign.
In January 2014 he joined Aston Villa on loan for the remainder of the season, afore moving to Southampton a year later where he would sign a permanent deal with the Saints in February 2015.