Steve Guppy

Guppy was spotted playing for his local team, Colden Common and offered a chance with Southampton in March 1989. He made a handful of appearances in the Saints reserves at the end of the 1988–89 season (but failed to break into the first-team)^[4] before moving to Jim Kelman's Wycombe Wanderers in September 1989.^[5] He turned professional with Wycombe in 1992, at the age of 23.^[6] Before turning professional he worked on building sites.^[7]

At Wycombe, he first teamed up with newly appointed Martin O'Neill. He helped take them into the Football League as Conference champions in 1992–93 as well as completing the non-League double by winning the FA Trophy. He was a virtual ever-present in Wycombe's debut 1993–94 season in the Football League, at the end of which they secured promotion to Second Division via the play-offs.

In August 1994, he was signed by Kevin Keegan's Newcastle United for a fee of £150,000.^[5] He made one first-team appearance as a substitute in the League Cup in Newcastle's 2–0 defeat of Manchester United.^[6] He subsequently moved on to Port Vale in November 1994 for £225,000.^[8] He later recalled seeing a local newspaper headline "'Vale sign Premiership star' and I thought 'Great! Who else have they signed?’ but of course the headline was about me. I thought – but I’ve only played a handful of games in the Premiership I'm hardly a star!"^[9] Vale was a step down, but another top manager – in the form of John Rudge, helped him focus on being a first-team performer again.^[6] He played in the 1996 Anglo-Italian Cup final, as Vale lost 5–2 to Genoa. In nearly three seasons at the then First Division club, he became a fan favourite and a club legend after his memorable performances on the left wing.

In February 1997, he was tracked down by his former boss Martin O'Neill, who paid £850,000 to take him to Premier League club Leicester City for the first time.^[5] He was cup-tied for their victory in the 1997 League Cup final.^[10] He was the only Premier League player to play every minute of the 1998–99 season. Also, he completed the most crosses in the division.^[11] He gained League Cup honours with Leicester City in 2000, having also reached the final in the previous season. However, he was dropped by new manager Peter Taylor in the 2000–01 campaign.^[12]

In August 2001, Guppy re-joined O'Neill at Celtic for £700,000,^[13] where he spent two-and-a-half-years.^[5] During his time at Celtic, they won the Scottish Premier League in his first season at the club.^[14] The following season, 2002–03, Guppy had several injury problems, meaning he missed the 2003 UEFA Cup final.^[15] In 2003-04 Guppy only made one appearance for Celtic, in a Scottish League Cup tie against Partick Thistle,^[16][17] before leaving Celtic to re-join Leicester City in January 2004.^[18] However, he found that he did not suit manager Micky Adams's style of play.^[12] Guppy left Leicester in the summer of 2004 to try to get to the US to play.^[19] He then spent a brief spell at Leeds United in August 2004,^[20] scoring once against Nottingham Forest,^[21] before gaining a short-term deal at Stoke City, where former Vale manager John Rudge was director of football.^[12][22] This was followed by a short spell back at Wycombe,^[5][23] scoring once against Swansea City.^[24] He moved to the United States^[25] but his short stint in Major League Soccer with Washington-based D.C. United was ended prematurely due to injury. The club released him after playing in just five league games, during which he was featured in a starting line-up alongside Freddy Adu in midfield.

In August 2006 he signed for Stevenage Borough,^[26] scoring his first goal for them in a 1–1 draw at Exeter City.^[27] With Jeff Kenna, Guppy became the first player to play at both the new Wembley and the old Wembley.^[6] This was achieved on 12 May 2007 when Kidderminster Harriers played Borough in the 2007 final of the FA Trophy at the new Wembley Stadium. Borough won 3–2 despite being 2–0 down at half-time; Craig Dobson, who replaced Guppy on 63 minutes, scored the equalizing goal.^[28] Due to Stevenage winning, Guppy became the first ever person to win medals at both the old and new Wembley Stadium.^[6]

In 2008, he headed for America again, signing with the Rochester Rhinos as Player and Assistant Coach. Guppy logged 1,520 minutes of playing time in 21 league matches, starting in most of his appearances. He tallied two assists from his trademark crosses from the left wing. Guppy's first goal for the Rhinos came off of a header on 26 September in the final 10 minutes of the first round, first-leg play-off tie against the Charleston Battery.

It was whilst at Leicester that he gained his only England cap, playing against Belgium on 10 October 1999.^[5][29] Manager Kevin Keegan described him as "a little bit like a left-sided David Beckham".^[30] Guppy remains the only footballer to have played for England under-21, England semi-pro, England B and the full England teams.

Port Vale player and lifelong fan Tom Pope described Guppy as "a very tricky winger, one who could go on the inside or the outside" and a player with good crossing ability.^[31] In May 2019, he was voted into the "Ultimate Port Vale XI" by members of the OneValeFan supporter website.^[32]

After a season as a player-coach at Rochester, Guppy was recruited for the position of assistant coach to Gary Smith at Major League Soccer team Colorado Rapids. Having had one more year of his coaching contract with the Rochester Rhinos, Rochester released Guppy from his duties, allowing him to move on to a higher level of coaching. He was assistant coach at the Colorado Rapids for three years, from 2009 to 2012. During his time at the club, the Rapids lifted the MLS Cup in 2010. He left the club when the Rapids parted company with Gary Smith in November 2011.^[33] In March 2012, Guppy reunited with his old boss Martin O'Neill at Sunderland to work as a part-time coach, giving extra specialised sessions on technical work to "Black Cats" young players.^[34] A few months later he settled into the role on a full-time basis.^[35]

In April 2013, Guppy followed O'Neill out of Sunderland as incoming manager Paolo Di Canio appointed his own coaching staff.^[36]In 2014, he joined O'Neill's coaching staff to specifically coach the wingers and strikers of the Republic of Ireland national side.^[37] He helped former teammate Neil Aspin to coach Port Vale during 2018–19 pre-season.^[38] O'Neill was sacked by Ireland in November 2018 following relegation out of the UEFA Nations League B Group 3, and Guppy also lost his position.^[39] He went on to be reunited with Gary Smith at Nashville SC, where he worked as an assistant coach.^[40]

Source:^[41]

Source:^[42]

Wycombe Wanderers

• Football League Third Division play-offs: 1994
• Football Conference: 1992–93^[43]
• FA Trophy: 1990–91, 1992–93^[43]

Port Vale

• Anglo-Italian Cup runner-up: 1995–96^[44]

Leicester City

• Football League Cup: 1999–2000;^[45] runner-up: 1998–99^[46]

Celtic

• Scottish Premier League: 2001–02^[43]
• Scottish Cup runner-up: 2001–02^[43]

Stevenage Borough

• FA Trophy: 2006–07^[6]

Individual

• PFA Team of the Year: 1993–94 Third Division^[43]