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While still a player, he was appointed caretaker-manager of Bristol Rovers in 2005. Impressing in the position he was handed the job permanently, and took the club to the Football League Trophy final in 2007, as well victory in the League Two play-off Final. Stabilizing the club in League One, he took Rovers to the FA Cup quarter-finals in 2008, equalling a club record in the competition. After two more seasons finishing mid-table in League One, he was sacked after a poor start to 2010–11. He was first-team coach at Birmingham City for the 2011–12 season, and then followed manager Chris Hughton to Norwich City until April 2014. On 24 November 2016, Trollope joined Brighton and Hove Albion alongside Chris Hughton's coaching team, as assistant manager.

At the end of the 2015–16 season, Cardiff manager Russell Slade moved into a head of football role and Trollope was named as his successor, his first job in management since departing Bristol Rovers six years previously. Slade later resigned from his role, after just two weeks, on 3 June. After a poor start to the season, winning 2 of his opening 12 matches, Trollope was sacked by the club on 4 October 2016.

On 24 November 2016, Trollope joined Brighton & Hove Albion as assistant manager. After the sacking of Chris Hughton on 13 May 2019 as Brighton manager, Trollope was also relieved of his duties at the club.

Trollope was appointed head coach of Championship club Cardiff City in February 2015. On 21 July 2015, Trollope was appointed as a coach for the Welsh National team alongside his role at Cardiff City.

In July 2011, Trollope was appointed first-team coach of Championship club Birmingham City to work with manager Chris Hughton. When Hughton left for Premier League club Norwich City at the end of the season, Trollope went with him, again as first-team coach. He left the club when Hughton was dismissed in April 2014.

Despite his achievements at the club, he was sacked on 15 December 2010, with Rovers lying in the League One relegation zone. His overall record in charge of the club was 106 wins and 71 draws from 284 games.

In the 2007–08 season, Trollope steered Bristol Rovers to mid-table security after a shaky start. Rovers also made the quarter-finals of the FA Cup for the first time in 50 years. In September 2009, following more success, he signed a rolling one-year contract under which his title changed to manager.

In June 2004 he moved to Bristol Rovers on a free transfer. In his second season, he became caretaker manager and was then appointed first-team coach in a two-tier managerial structure, alongside Director of Football Lennie Lawrence, in November 2005. His first season in charge ended in a respectable midtable position of 12th place in League Two. The following year Rovers reached the Football League Trophy final but lost to Doncaster Rovers. They made up for this loss by winning promotion to League One via the play-offs.

He moved to Fulham in November 1997 for a fee of £600,000. He made ten league appearances during Fulham's 2000–01 season after which they were promoted to the Premier League. However, he left the Cottagers to join Coventry City on a free transfer in March 2002 after losing his place at Craven Cottage. He stayed only a few months at Highfield Road, moving to Northampton Town in July after being released at the end of the season.

In May 1997, Trollope was called up by then Wales manager, Bobby Gould, and made his debut in a 1–0 victory over Scotland at Kilmarnock. While Trollope was never able to hold down a regular place in the Welsh international team, he made nine appearances for the senior squad over six years, culminating in March 2003 in a 4–0 home victory over Azerbaijan in the ultimately unsuccessful qualifying campaign for Euro 2004.

As a player, he began his career with Swindon Town in 1989, but made his name at Torquay United between 1992 and 1995. He then transferred to Derby County, before signing with Fulham in 1997. After five years he moved on to Northampton Town via Coventry City. He joined his final club, Bristol Rovers, in 2004, before retiring as a player in 2007. He played for Wales at international level.

Trollope was born in Swindon, Wiltshire, and is the son of former Swindon Town defender John Trollope. He began his career at Swindon Town as a trainee, turning professional in December 1989, but failed to make the first team. He joined Torquay United on loan in March 1992 and signed on a free transfer for the Plainmoor side that summer. after 106 league games and 16 goals for Torquay, he was a regular under manager Don O'Riordan and started to attract Premier League clubs and moved to Derby County in December 1994 for a fee of £100,000. He had loan spells with Grimsby Town in August 1996 and Crystal Palace in October 1996.

Paul Jonathan Trollope (born 3 June 1972) is a former professional footballer who played as a midfielder.