Born in Auckland, Webster attended Westlake Boys High School where he led them to the National Secondary Schools Basketball Championships in October 2012, scoring 24 points en route to garnering tournament MVP honours. While attending Westlake, he played basketball for the North Harbour juniors; from 2010 to 2012, he played for the North Harbour U17s, U19s and U21s.[citation needed]
In April 2013, Webster signed with the Waikato Pistons for the 2013 New Zealand NBL season.[7] In 15 games for Waikato, he averaged 18.5 points, 3.9 rebounds, 4.4 assists and 2.0 steals per game.[1]
College career
Freshman year
As a freshman for the Nebraska Cornhuskers in 2013–14, Webster was an immediate contributor, averaging 3.9 points, 2.1 rebounds and 2.0 assists in 32 games (30 starts) while helping the Huskers reach the NCAA Tournament for the first time since 1998. He led Nebraska with 63 assists and was also among the team leaders in steals. Webster reached double figures four times, including a season-high 14 points against Georgia, and paced the squad in assists eight times. His season-best was five assists on three occasions.[8]
Sophomore year
As a sophomore in 2014–15, Webster backed up starters Terran Petteway and Shavon Shields. In 30 games (four starts), he averaged 3.9 points, 1.9 rebounds and 1.2 assists in 18.4 minutes per game.[8] Webster called the season "hugely disappointing" since his work in practice did not translate to higher production than as a freshman.[6]
Junior year
As a junior in 2015–16, Webster joined the Nebraska starting lineup. He averaged 10.1 points, 4.1 rebounds and 1.9 assists in 27.7 minutes per game.[6]
Senior year
As a senior in 2016–17, Webster averaged 17.0 points, 5.1 rebounds and 4.0 assists in 34.7 minutes per game. Leading up to the NBA draft, many thought Webster could be a "second-round sleeper."[9]
On 7 August 2018, Webster signed with the Turkish team Galatasaray.[12] He re-signed with Galatasaray on 7 August 2019.[13]
On 15 July 2020, Webster signed a one-year contract with the New Zealand Breakers, returning to the team for a second stint.[14] On 9 April 2021, he was ruled out for four weeks with an Achilles injury.[15] Webster averaged 17.2 points, 4.9 rebounds, and 4.9 assists per game during the 2020–21 season.[16]
On 11 July 2021, Webster re-signed with the Breakers on a two-year deal.[17] However, on 20 September 2021, he was released by the Breakers[18] reportedly due to his refusal to get the COVID-19 vaccine.[19]
On 2 November 2021, Webster signed with Lithuanian team Žalgiris Kaunas for the rest of the 2021–22 season.[20][21]
Webster returned to the Wildcats for the 2023–24 NBL season[26] and averaged 8.9 points, 2.8 rebounds, 2.7 assists and 0.9 steals per game, while shooting at 46 per cent from the field.[27]
Webster re-joined the Wildcats for 2024–25 NBL season.[27] He missed five games over the first half of the season and then on 19 December 2024, he was ruled out for six weeks with a hamstring injury.[33][34]
Webster is the son of Tony and Cherry Webster. His father played college basketball for Hawaii and played professionally in New Zealand. His older brother, Corey, also plays professional basketball.[8]
As of January 2024, Webster had a son.[37] In May 2024, he joined his partner in the U.S. ahead of the birth of their child.[38]