He was taught at an early age on the sidelines of grounds around Florida by his father, Sylvan, and later by his mentor, former USA left-handed batsman Mark Johnson.
The innings, against Pakistan, was while he was representing a SFCA Youth Team, and included 4 fours and 3 sixes off 33 balls and lasted 41 minutes.
In 2012 Taylor was selected as to be a part of the United States national cricket team at the 2012 ICC World Twenty20 Qualifier in the UAE in March 2012.
Taylor became the first U.S. batsman to record a century in Twenty20 competition in the 2013 ICC World Cricket League Americas Region Twenty20 Division One tournament in March 2013.
[17] Taylor was named in America's squad for the 2015 ICC World Twenty20 Qualifier, but withdrew after securing a contract with Barbados Tridents in the Caribbean Premier League.
[20] In August 2018, he was named in the United States' squad for the 2018–19 ICC World Twenty20 Americas Qualifier tournament in Morrisville, North Carolina.
[30] In June 2019, he was named in a 30-man training squad for the United States cricket team, ahead of the Regional Finals of the 2018–19 ICC T20 World Cup Americas Qualifier tournament in Bermuda.
[33] In August 2019, he was named as the vice-captain of the United States' squad for the Regional Finals of the 2018–19 ICC T20 World Cup Americas Qualifier tournament.
[37] In June 2022, Taylor scored his first century in an ODI match, with 114 runs against Nepal in round 13 of the 2019–2023 ICC Cricket World Cup League 2 competition.
[40] In March 2023, Taylor was roped into the MI New York squad for the inaugural edition of Major League Cricket in the player draft.