Askew first made his name in 1988 when he defeated Cliff Lazarenko 6–0 in sets to win the Denmark Open. In the same year, he also reached the final of the Swedish Open but lost out to Simon Duke. In 1989 Askew then won the French Open and lifted his first title on TV, the Cockney Classic when he defeating Steve Smith. Askew reached the last 16 of the World Masters in 1992 and narrowly missed out on reaching the World Championshipfor the first time. He enjoyed a rich vein of form in 1993 reaching the final of the BDO British Open where he lost to Dennis Priestley. Askew then hit a top average of 104.20 in reaching the Final of the Sky Darts Masters on Sky Sports where he was defeated by Scott Coleman of Englishman. A number of other good runs recured his debut at the 1994 BDO World Darts Championship but he was disappointing in losing out Ian Sarfas. In 1995 he came from 2 sets down to defeat number one seed Steve Beaton in the first round of the World Championship before losing to Raymond van Barneveld, who went on to reach his first world final that year. In 1995 Askew defeated Martin Adams and Ronnie Baxter to reach the final of British Matchplay but lost 4–5 in the final to Andy Fordham. Askew also represented England in the British Internationals on numerous occasions and played ten matches, winning eight of these and losing two, he won the title with England on five occasions. He was also selected to represent the English team in the 1993 World Cup and won the title alongside Steve Beaton, Ronnie Baxter and Kevin Kenny by defeating Wales 9–3 in the final. Despite defeating Raymond Van Barneveld in the 1998 World Masters and reaching the semi-finals of the BDO British Open Askew virtually disappeared from the circuit for a few years.
PDC
Askew resurfaced in the PDC in 2000 and quickly tasted success, enjoying good runs in a number of tournaments. He reached the final of the German Open in March 2000 losing to Shayne Burgess before narrowly losing 3–4 to Phil Taylor in a high-quality final at the Golden HarvestNorth American Cup. In September 2000 he then won the Windy City Open. He entered the 2001 World Championship as the 8th seed where he produced some great darts in reaching the semi-finals also coming close to a 9 dart finish. Shortly after this, he reached the final of the Irish Masters. He beat Chris Mason, Roland Scholten and Dennis Priestley in another fine run to the semi-final of the 2002 World Championship. Shortly after the Worlds, he reached the semi-finals of the Irish Masters again. Askew was one of the most consistent performers in PDC Floor events enabling him to remain in the World's Top 16 until 2005. However, he struggled to match his early success in TV Tournaments. Askew entered the 2007 World Championship needing to reach the quarter-finals in order to remain in the world's top 32. Askew produced some good form in winning a few matches but just fell short of his target, narrowly losing in the last 16 to Alan Tabern. After dropping out the 32 Askew remained on the cusp of world's top 32 for a while after. His performances on the tour during 2007 earned him a place at the 2008 World Championship where he performed well despite losing out to rising star Adrian Lewis. In 2008 Askew hit a 9 darter on the PDC tour and narrowly missed out on qualification for the World Matchplay. Askew came within one leg of reaching the 2009 World Championship losing in the final qualifying round 4–5 to Michael Barnard. Since then Askew's appearances on the tour became less frequent, failing to enter many PDC Pro Tour events. After the 2009 UK Open in June, Askew did not enter another event until February 2010. His missing of events, in addition to his fading form, led to the end of his PDC career. Askew was never a full-time professional and earned his living as a bricklayer.