Career
Born in Dublin, Madden joined Leeds United as a trainee in 2004 and became a professional in 2006. The young right back made his debut against Bury in a Football League Trophy match. The game ended in a 2–1 defeat.
In April 2008, Madden had an unsuccessful trial with Cheltenham Town.
A few days later, he was released from his contract with Leeds United. He signed for Shamrock Rovers shortly after and Tallaght based Madden made his Rovers debut against Street Patrick"s Athletic on 21 July 2008.
Having already played for the U19 Republic of Ireland he earned his first cap with team mate Padraig Amond for the Republic of Ireland U-21s game in Austria on 19 August 2008, his second cap in Bulgaria, and his third cap in Portugal. He was released by the Hoops at the end of the 2009 season but followed ex team mate Tadhg Purcell in signing for Darlington in January 2010 Madden made his debut for Darlington on 23 January against Crewe Alexandra, coming on as a substitute in the game, which ended in a 3–0 loss for his new club
He was released by the club following their relegation from League 2, along with 13 other players.
Madden returned to the League of Ireland when he joined Dundalk F.C. on 22 July, the morning of the home leg of the club"s 2010-2011 Union of European Football Associations Europa League with PFC Levski Sofia, becoming Ian Foster (football player)"s second signing of the transfer window as he followed Steven Lennon in the door at Oriel Park. Three days later he made his debut when starting at left-back against Galway United at Terryland Park The young defender made a huge impression after arriving at the club and he went on to make the right-back position his own, replacing regular number two Shaun Kelly. In total, he made 16 appearances in all competitions, and his performances earned him a new one-year deal which he agreed with the club on 28 October, just over 24 hours before Dundalk"s final game of the 2010 season.
Following the departure of club captain Liam Burns, Simon was handed the armband by Foster in 2011 pre-season and kept hold of it, with his ultra-consistent performances showing exactly why he was given the responsibility.
He went on to become the only one of the squad to play every minute of competitive action during the year. Overall, Madden played every second of the club’s 66 competitive games after signing, reaching the half century away to on 22 July.
At the start of 2012 he signed foreign He made his club debut against Bohemians on the opening night of the 2012 League of Ireland season and was an instant hit with the Derry fans.
He made 28 league appearances and also picked up an 2012 FAI Cup winners medal as Derry defeated Street Patrick"s Athletic in the final In November 2012, Madden signed a one-year contract extension at the club, citing the chance to play in European competition as one of the main reasons for staying.
This was to be a great season for Simon as he played all thirty-three games during the season, scoring once in the last game as Derry beat Limerick 6-0. And along with numerous man of the match awards, he was named in the RTÉ Team of the Year as came fourth in the league and earned a 2014-2015 Union of European Football Associations Europa League spot. Madden played in the two ties against Trabzonspor in the 2013-2014 Union of European Football Associations Europa League In November 2013, Simon signed a contract with Shamrock Rovers for the 2014 season.
