Montgomery had not posted an ERA worse than 3.83 since the COVID-shortened 2020 season, until this year. Montgomery is up to a 6.44 ERA, 1.674 WHIP, and 11.7 hits per nine innings rate in 2024.

Montgomery went unsigned until the start of the 2023 MLB regular season when he inked a one-year, $25 million deal with Arizona that includes a $25 million option for 2025.