Longest serving Chelsea managers of all-time!
Longest serving Chelsea managers of all-time? Which Chelsea managers have lasted the longest? Chelsea FC football managers? Jose Mourinho? Antonio Conte? Carlo Ancelotti? Who are The longest-lasting Chelsea managers?
Here we look at the longest serving Chelsea managers of all-time. We will look throughout history of Chelsea FC past managers to find out who were the best.
When you think of long-serving Chelsea FC football managers, Jose Mourinho probably comes to mind (depending on your age). But you’ll be surprised to find out that Jose Mourinho doesn’t even reach the Top 5 longest serving Chelsea managers.
Being a manager is tough these days. The managerial turn-over is very high. Its not uncommon to see a manager get sacked after just a few bad results.
But back in the old days, Chelsea managers tended to last a lot longer. Perhaps it was a different time back then, or perhaps it’s because the current owner Roman Abramovich is very demanding. Expectations are higher for Chelsea managers these days and the stakes are high. Managers such as Jose Mourinho and Carlo Ancelotti have been sacked for one bad season. Those two are probably two of the top five managers in the world.
So we could safely say that managers back in the old days before Roman Abramovich took over lasted a lot longer. But, you can’t fault the Russian billionaire. Clearly it works. Chelsea have won dozens of top trophies since 2003. Before then, Chelsea hadn’t won the top league in 50 years!
Longest serving Chelsea managers of all-time
So here we will list all Chelsea FC previous managers. In our Chelsea FC managers list, we will sort the managers from longest time at the club down to the shortest.
Longest serving all former Chelsea managers list
So finally, here are the longest-serving Chelsea managers of all-time.
|Chelsea FC Manager||From||To||Games|
|John Tait Robertson||01/08/05||27/11/06||54|
|Roberto Di Matteo||04/03/12||21/11/12||42|
|Luiz Felipe Scolari||01/07/08||09/02/09||36|
Number one longest-serving Chelsea manager of all-time: David Calderhead
David Calderhead is the longest serving Chelsea manager ever. The Scotsman was in charge of Chelsea from 1907 to 1933! That’s 26 years. That’s 966 games!
Calderhead was the first ever manager at Chelsea. Despite competing in a few cup finals, he never managed to win any silverware. Sadly, Calderhead died five years after he left Chelsea at the age of 73.
Second longest-serving Chelsea manager of all-time: Ted Drake
Ted Drake was the second longest-serving Chelsea manager. The Englishman was in charge at Chelsea from 1952 to 1961. Drake managed 426 games. He won 156 of them with a win percentage of 37%.
Third longest serving Chelsea manager: Dave Sexton
Dave Sexton is the third longest-serving manager of all-time. Sexton managed Chelsea from 1967 to 1974. That’s 371 games as manager of Chelsea.
Chelsea FC former managers that won titles list.
All ex Chelsea managers with honours list. All the Chelsea managers that have won titles list. This includes Chelsea managers since 2000.
Previous Chelsea Managers with honours list
|Ted Drake||England||1952–1961||1955 First Division
1955 FA Charity Shield
|Tommy Docherty||Scotland||1961–1967||1965 Football League Cup|
|Dave Sexton||England||1967–1974||1970 FA Cup
1971 European Cup Winners’ Cup
|John Neal||England||1981–1985||1984 Second Division|
|John Hollins||England||1985–1988||1986 Full Members Cup|
|Bobby Campbell||England||1988–1991||1989 Second Division
1990 Full Members Cup
|Ruud Gullit||Netherlands||1996–1998||1997 FA Cup|
|Gianluca Vialli||Italy||1998–2000||1998 Football League Cup
1998 UEFA Cup Winners’ Cup
1998 UEFA Super Cup
2000 FA Cup
2000 FA Charity Shield
|2005 Football League Cup
2005 Premier League
2005 FA Community Shield
2006 Premier League
2007 Football League Cup
2007 FA Cup
2015 Football League Cup
2015 Premier League
|2009 FA Cup|
|Carlo Ancelotti||Italy||2009–2011||2009 FA Community Shield
2010 Premier League
2010 FA Cup
|Roberto Di Matteo||Italy||2012||2012 FA Cup
2012 UEFA Champions League
|Rafael Benítez||Spain||2012–2013||2013 UEFA Europa League|
|Antonio Conte||Italy||2016–208||2017 Premier League
2018 FA Cup
Top five most wins by a Chelsea manager – Win %