Regeling was born in 1959 in Mount Isa, Queensland, Australia.[3] His initial experience was in short track racing, in which his father and older brother had also competed.[4] He then moved into speedway in Brisbane in the late 1970s with the famous Brisbane Exhibition Ground being his home track.[4]
He was signed by Martin Rogers for the Leicester Lions in 1980, but suffered a broken leg at Swindon at the start of the season.[4] After recovering he was loaned out to the National League team Workington Comets, and impressive performances saw him recalled to ride for the Lions before the season ended.[4] After being loaned out to Boston Barracudas in 1981, where he averaged 8.51 from 18 matches, he became a regular rider for the Lions in the two years that followed, until the club folded.[4][5]
After finishing fourth in 1986, Regeling won the Australian championship in 1987 and finished runner-up to Phil Crump the following year.[8]
He later rode for the Exeter Falcons, for whom he was the number one rider for the whole of the 1990 season.[9] At the end of the 1991 season he requested a transfer and moved to Middlesbrough, where his success continued, averaging over 8.7 in the 1992 season with two full maximum scores.[3] His final season in Britain was in 1993.
Regeling represented Australia on numerous occasions in test matches at both home and abroad, and also in World Championship competitions such as the World Pairs Championship and World Team Cup.
Regeling was part of the Australia team in 1991. They finished second to eventual runners-up Sweden in the group stage, with Regeling top scorer for the team with 11 points.