Most Premier League titles: 13, Sir Alex Ferguson (Manchester United) – 1993, 1994, 1996, 1997, 1999, 2000, 2001, 2003, 2007, 2008, 2009, 2011, 2013[159] Most Premier League Manager of the Month awards: 27, Sir Alex Ferguson[160] Most consecutive Premier League Manager of the Month awards: 4, Pep Guardiola[161] Most Premier League Manager of the Month awards in a single season: 5, Jurgen Klopp (2019–20)[162] Most promotions to the Premier League: 4, Steve Bruce (Birmingham City in 2001–02 and 2006–07 and Hull City in 2012–13 and 2015–16) Most relegations from the Premier League: 3, Dave Bassett (Sheffield United in 1993–94, Nottingham Forest in 1996–97, and Leicester City in 2001–02)[163] Most clubs managed: 7, Sam Allardyce (Bolton Wanderers, Newcastle United, Blackburn Rovers, West Ham United, Sunderland, Crystal Palace, Everton)[164] Quickest to reach 100 Premier League wins: Pep Guardiola, 134 games[165] Longest spell as manager: 21 years, 224 days, Arsène Wenger (Arsenal, 1 October 1996 – 13 May 2018)[166] Shortest spell as manager (excluding caretakers): Fewest days: 41 days, Les Reed (Charlton Athletic, 14 November – 24 December 2006)[167] Fewest games: 4 games, Frank de Boer (Crystal Palace, 26 June – 10 September 2017)[168]