Kloffenstein was drafted in the third round,with the 88th overall selection,of the 2018 Major League Baseball draft by the Toronto Blue Jays,and signed on June 12 for a $2.45 million signing bonus.[1][2] Kloffenstein was assigned to the Rookie-levelGulf Coast League Blue Jays with former Magnolia teammate Jordan Groshans.[3] He made his professional debut on August 20 and pitched one scoreless inning.[4] In total for his 2018 season,Kloffenstein pitched two scoreless innings. In 2019,he was promoted to the Low–A Vancouver Canadians where he started 13 games,going 4–4 and recording a 2.24 ERA. Kloffenstein did not play in a game in 2020 due to the cancellation of the minor league season because of the COVID-19 pandemic.[5]
He returned to Vancouver in 2021,making 23 starts and struggling to a 7–7 record and 6.22 ERA with 107 strikeouts across 101+1⁄3 innings pitched.[6] Kloffenstein split the 2022 campaign between Vancouver and the Double–A New Hampshire Fisher Cats, accumulating a 5.54 ERA with 118 strikeouts across 25 total games (24 starts).[7] He made 17 starts for New Hampshire to begin the 2023 season, compiling a 5–5 record and 3.24 ERA with 105 strikeouts across 89 innings.[8]
St. Louis Cardinals
On July 30, 2023, the Blue Jays traded Kloffenstein and Sem Robberse to the St. Louis Cardinals in exchange for pitcher Jordan Hicks.[9] In 9 games (8 starts) for the Triple–A Memphis Redbirds, he recorded a 3.00 ERA with 35 strikeouts across 39 innings. On November 14, the Cardinals added Kloffenstein to their 40-man roster to protect him from the Rule 5 draft.
Kloffenstein was optioned to the Triple–A Memphis Redbirds to begin the 2024 season.[10] In 14 starts prior to his call–up, he compiled a 4–4 record and 3.97 ERA with 68 strikeouts. On June 20, 2024, Kloffenstein was promoted to the major leagues for the first time.[11] He made his debut that day, throwing a perfect inning against the San Francisco Giants as part of the MLB at Rickwood Field game. On November 22, the Cardinals non–tendered Kloffenstein, making him a free agent.[12]
Toronto Blue Jays (second stint)
On January 28, 2025, Kloffenstein signed a minor league contract with the Toronto Blue Jays.[13] He made 21 appearances (18 starts) split between the rookie-level Florida Complex League Blue Jays, Single-A Dunedin Blue Jays, and Triple-A Buffalo Bisons, accumulating a 2-9 record and 5.66 ERA with 103 strikeouts and one save across 90+2⁄3 innings pitched. Kloffenstein elected free agency following the season on November 6.[14][15]
New York Yankees
On December 19, 2025, Kloffenstein signed a minor league contract with the New York Yankees.[16]
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