A right-arm fast bowler, Shepherd made his
List A debut for Guyana in January 2016, playing against the
Leeward Islands in the
2015–16 Regional Super50. Opening the bowling with
Steven Jacobs, he took 3/37 from 10 overs on debut, including the first two wickets to fall, and was named man of the match. He made his
first-class debut for Guyana in the
2016–17 Regional Four Day Competition on 10 March 2017. He made his
Twenty20 debut for
Guyana Amazon Warriors in the tournament on 5 September 2018. In July 2020, Shepherd was named in the
Guyana Amazon Warriors squad for the
2020 Caribbean Premier League. In December 2021, he was signed by the
Karachi Kings following the players' draft for the
2022 Pakistan Super League. In February 2022, he was bought by the
Sunrisers Hyderabad in
the auction for the
2022 season of the
Indian Premier League (IPL). He was selected to play for
Chattogram Challengers in the
2024 Bangladesh Premier League. Ahead of the
2025 edition of the IPL, Shepherd was bought by
Royal Challengers Bengaluru (RCB) at his base price of 1.5
crore. In a home fixture against
Chennai Super Kings, he scored a half-century off 14 balls, the fastest ever by an RCB player, and the joint second-fastest in IPL history.He scored 32 runs off
Khaleel Ahmed in the 19th over, before scoring 20 off
Matheesha Pathirana, the final over of RCB's innings, helping them post an eventual winning total of 213. ==International career==