Following a college career at Miami Dade and Indiana State, he went on to play for 20 seasons in Iceland where he won the national championship in 1988.
[17][18] In 1985, Webster was a key member[19] of the Haukar team that won the Icelandic Basketball Cup for the first time in the club's history.
[20] Haukar defended the title in 1986 by defeating Njarðvík 93–92 in the cup finals, with Webster scoring a game high 28 points.
[26] He rejoined Haukar in 1987[27] In February 1988, Webster was handed a seven-week suspension from the Icelandic Basketball Association disciplinary court for punching Breiðablik's player Björn Hjörleifsson on December 12, 1987.
[28][29] Webster was upset with the length of the suspension and the fact that it took almost two months to reach a verdict[30] and as a result, declined to play again for the national team, which is run by the Association.
[31] Haukar appealed the verdict to the National Olympic and Sports Association of Iceland which overturned it on March 11, allowing Webster to play again.
[40] In the playoffs KR surprised many by sweeping top seeded Njarðvík in the semi-finals, paving the way for Webster's second straight trip to the Úrvalsdeild finals.