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Robert Taylor became the Diss Town manager in April 2008. he was formerly manager of Dereham Town, and was previously a professional player with Norwich City, Birmingham City, Leyton Orient, Brentford, Gillingham, Manchester City, Wolves, Grimsby, and Scunthorpe United. Under Robert's managership Diss Town won the Ridgeons league Division One Cup in season 2008-2009.

Earlier history ...

Former Scotland, Rangers, Chelsea and Norwich City player Robert Fleck left Gorleston in the summer of 2002 to become the new Diss Town Manager. He took Diss to three successive Carrow Road Finals with victories over Yarmouth 4-1 in 2003 and Wroxham 3-0 in 2005 with a penalty shoot out defeat after an exciting 3-3 draw with Wroxham in 2004.

Fleck left Diss during a disappointing 2006/07 season which ended with relegation after 16 years of premier Division football. Towards the end of the season Paul Tong was installed as team manager and started the work of trying to ensure that The Tangerines earn promotion back at the first attempt .Diss Town was formed in 1886 after a suggestion from the local cricket club who shared their ground at Roydon Road.  The Club played friendly matches at first but in 1891/2 won their first trophy when they defeated Yarmouth 2^nd XI  in the Norfolk Junior Cup  Final.  The Clubs first league football came in 1906/7 when they joined the Norwich and District League.  They reached the final of the Norfolk Junior Cup again in 1924/5 but this time lost to Jewson Athletic.  During this period Diss were to meet Ipswich Town (then a Southern Amateur side) on three occasions in the FA Amateur Cup.  Diss lost 4-2 in 1929/30 and by the same score in a replay two seasons later (following a 3-3 draw).

In 1935/6 Diss were elected to the Norfolk and Suffolk League and in 1950/1 entered the F A Cup for the first time.  In 1955/6 they were runners up in the league and beaten finalists in the League Cup competition.  They did however win the League Cup in 1956/7, 1959/60 (shared with Gothic) and 1960/1.

The Club joined the newly formed Anglian Combination in 1964/5 and in 1967/8 won the Division One championship and the League Cup.  The Division One championship was won again in 1973/4 and in 1974/5 they won the Norfolk Senior Cup for the first time defeating St Andrews 3-2 at Carrow Road.  During the same season they were runners up in the Anglian Combination Premier Division.  In 1975/6 they again had to settle for the runners up spot but there was consolation in winning the League Cup.  In 1976/7 the Club finally won the League Championship, a feat they repeated in 1978/9.  There were also further League Cup victories in 1979/80 and 1981/2.

In 1983/4 the club moved from Roydon Road to a newly acquired six acre site at Brewers Green Lane. A new clubhouse and astroturf all weather playing area were soon added.  In 1988/9 Diss left the Anglian Combination to join the newly formed 1st Division of the Jewson Eastern League.  After a couple of near misses they finally won the Division One championship in 1991/2.  The same season saw the club reach the quarter finals of the FA Vase (bowing out by the only goal in a replay against eventual winners Wimborne Town) and the final of the Norfolk Senior Cup.  Again a replay was their undoing, losing 2-1 to Fakenham Town following a 2-2 draw.  There was cup success for the Reserves however when they won the Norfolk Junior Cup (Exactly 100 years after the first team had won it in 1892). They were unable to defend the cup due to promotion to Senior football.

Off the field of play further developments were being added.  A new covered stand with seating for 270 was also completed in 1992, a covered standing area behind one goal in 1998 and further clubhouse extensions in 2004.

The 1993/4 was the greatest in the clubs history.  The FA Vase 'run' which started in November against Tring Town climaxed on May 7^th 1994 with a visit to Wembley Stadium to play Taunton Town in the final.  Diss had also defeated Ford United, Torpoint Athletic, Kings Lynn, Tiverton Town and Atherton Laburnum Rovers to earn their place at the “home of football”.

Before a crowd of 13,450 Diss trailed for much of the game but a penalty from Paul Gibbs deep into injury time and an extra time winner from Peter Mendham brought them victory and signal a celebration in Diss the likes of which had never been seen before.

In 1995/6 Diss were runners up in the Jewson League but won the Norfolk Senior Cup for the 2^nd time beating Wroxham 4-0 in the final.  The next season however the Yachtsmen gained revenge with a 4-1 victory at Carrow Road.  In the 2000/01 season the team reached the Jewson League final for the first time in its history but were beaten 3-1 by Wroxham.

DIss were promoted to the Ridgeons Premier Division at the end of season 2010-2011.