After being designated for assignment,Curtiss was traded to the Los Angeles Angels in exchange for Daniel Ozoria on January 15,2019.[6] He opened the 2019 season with the Salt Lake Bees. He appeared in one game for the Angels on April 15. On April 30,he was designated for assignment.[7] He was outrighted on May 3,but refused the assignment in favor of free agency.
Philadelphia Phillies
On June 12,2019,Curtiss signed a minor league contract with the Philadelphia Phillies.[8] In 8 appearances for the Triple-A Lehigh Valley IronPigs,he struggled to a 10.95 ERA with 15 strikeouts across 12+1⁄3 innings pitched. Curtiss was released by the Phillies organization on July 7.[9]
Tampa Bay Rays
On February 3, 2020, Curtiss signed a minor league contract with the Tampa Bay Rays.[10] He was called up on August 9, after Oliver Drake was placed on the injured list, and made his debut that day, pitching two perfect innings in a 4–3 victory over the New York Yankees.[11] Curtiss earned his first major league win on August 11 in an 8–2 victory over the Boston Red Sox.[12] Curtiss was the winning pitcher in Game 4 of the 2020 World Series, in which the Rays walked off the Los Angeles Dodgers 8–7 in a finish labelled as an "instant classic."[13] However, the Rays would go on to lose the World Series four games to two.
Miami Marlins
On February 17, 2021, Curtiss was traded to the Miami Marlins in exchange for Evan Edwards.[14][15] In 35 appearances for the Marlins, he posted a 3-1 record and 2.48 ERA with 40 strikeouts across 40 innings of work.
Milwaukee Brewers
On July 30, 2021, Curtiss was traded to the Milwaukee Brewers in exchange for Payton Henry.[16] In 6 games for Milwaukee, he struggled to a 12.46 ERA with 4 strikeouts across 4+1⁄3 innings pitched. On August 11, Curtiss was placed on the injured list after suffering a torn ulnar collateral ligament in his right elbow, ending his season.[17] On September 7, Curtiss underwent Tommy John surgery.[18] On November 30, Curtiss was non-tendered by the Brewers, making him a free agent.[19]
New York Mets
On April 6, 2022, Curtiss signed a major league contract with the New York Mets.[20] Because of his injury from the year prior, Curtiss missed the entirety of the 2022 season. On November 10, the Mets exercised Curtiss's $775K option for the 2023 season.[21]
Curtiss made 15 appearances for the Mets, posting a 4.58 ERA with 16 strikeouts in 19+2⁄3 innings pitched. On August 14, 2023, he was placed on the 60–day injured list with a loose body in his right elbow.[22] On August 22, Curtiss underwent season–ending surgery to remove the loose body from his elbow.[23] Following the season on November 2, Curtiss was removed from the 40–man roster and sent outright to the Triple–A Syracuse Mets.[24] He elected free agency on November 6.[25][26]
Colorado Rockies
On January 25, 2024, Curtiss signed a minor league contract with the Colorado Rockies.[27] In 17 games for the Triple–A Albuquerque Isotopes, he struggled to a 6.75 ERA with 18 strikeouts across 21+1⁄3 innings pitched. On May 24, the Rockies selected Curtiss' contract, adding him to their active roster.[28] In his only appearance for Colorado, he allowed two runs on three hits in 1⁄3 of an inning. On May 27, Curtiss was designated for assignment by the club.[29] He cleared waivers and was sent outright to Albuquerque on May 30, however he rejected the assignment and subsequently elected free agency.[30] Curtiss re–signed with the Rockies on a new minor league contract the following day.[31] The Rockies released him from the organization on July 1, however re-signed him to a new minor league contract two days later.[32] On July 27, Curtiss' contract was purchased, and he was added back to the major league roster.[33] After allowing a run in each of his two appearances, he was designated for assignment on August 6.[34] Curtiss cleared waivers and was outrighted to Albuquerque on August 9.[35] He elected free agency on September 30.[36]
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