Larry Rothschild (1998-2001) was the very first head coach of the then-Tampa Bay Devil Rays. The early Rays years were marked by losing season after losing season. Rothschild was fired in 2001, with a record of 205 wins and 294 losses. He's currently the pitching coach for the New York Yankees.
Hal MacRae's tenure with Tampa Bay was only a brief two seasons. The Devil Rays couldn't crack 60 wins either time.
"Sweet Lou" Piniella took over the coaching reins in 2003 and the Rays improved somewhat, including a then-franchise high 70 wins in 2004. Tampa Bay's payroll shrank to the lowest in the big leagues during Piniella's tenure, as management sowed the seeds for the future rather than the present. Tension eventually led Piniella to resign after the 2005 season.
Joe Maddon joined the Rays in 2006 and by 2008 helped build a World Series contender. Much beloved by Rays fans, Maddon twice became AL Manager of the Year, gave the Rays their first winning seasons, and first Division and AL Championships. After a disappointing 2014 season, Maddon left the Rays for the Chicago Cubs.
A large part of the Joe Maddon era saw Dave Martinez as his right-hand man and bench coach. After Maddon left, Martinez was thought to be a leading contender as replacement, but surprisingly did not make the Rays' final cut of manager finalists. Disappointed, Martinez resigned from the Rays and shortly afterward followed Maddon to Wrigley Field.