San Diego Padres
The San Diego Padres drafted Caissie in the second round,with the 45th overall selection,of the 2020 Major League Baseball draft,the first player from Canada selected in that year’s draft. [3] Caissie was also the highest-selected Canadian outfielder in the MLB draft to date. He signed with the team on June 24,2020,and received a $1,200,004 signing bonus. [4] Caissie spent the remainder of the summer training in Ontario due to the 2020 minor league season being canceled because of the COVID-19 pandemic. [5]
Chicago Cubs
On December 29,2020,the Padres traded Caissie,pitcher Zach Davies,Reginald Preciado,Yeison Santana,and Ismael Mena to the Chicago Cubs in exchange for pitcher Yu Darvish and catcher Víctor Caratini. [6] He began the 2021 minor league season with the Rookie-level Arizona Complex League Cubs,where he batted .349 with six home runs before being promoted to the Low-A Myrtle Beach Pelicans. [7]
In 2022,Caissie played in 105 games for the High–A South Bend Cubs,hitting .254/.349/.402 with 11 home runs,58 RBI,and 11 stolen bases. In the 2022 Arizona Fall League he batted .220 with one home run,nine RBI,and three stolen bases. Caissie spent the 2023 campaign with the Double-A Tennessee Smokies,making 120 appearances and batting .289/.399/.519 with 22 home runs and 84 RBI. [8]
Caissie spent the 2024 season with the Triple–A Iowa Cubs,playing in 127 games and slashing .278/.375/.473 with 19 home runs,75 RBI,and 11 stolen bases. Following the season,the Cubs added Caissie to their 40-man roster to protect him from the Rule 5 draft. [9] Caissie was optioned to Triple-A Iowa to begin the 2025 season. [10]
The Cubs promoted Caissie to the major leagues on August 14,2025 and he made his major league debut against the Toronto Blue Jays. [11] Playing right field in a crucial game against division rival Milwaukee,Cassie had 3 RBI's in a 6-4 victory on August 19 including a solo homer,his first. [12]
