Since the retirement of longtime Los Angeles Dodgers announcer Vin Scully (who'd been calling that team's games since 1950) following the 2016 season, Matthews' tenure with the Royals is the second-longest continuous tenure with one team among active Major League Baseball announcers, trailing only that of the Dodgers' Spanish-language broadcaster Jaime Jarrín (1959–present). In January 2015, Matthews signed a contract extension to keep him calling Royals games through his and the team's 50th season in 2018. He signed a new contract in 2018 and continues to call games as of the 2020 season.