51) Ozzie Guillen
Ozzie Guillen is one of only two exceptions on our list that has not coached or managed since 2017 and not slated to in 2022 but he is on here for good reason.
Guillen, 58, had a 16-year career in the majors, which included three All-Star selections and a Rookie of the Year award before retiring after the 2000 season.
Guillen never coached in the minors and was quickly on an MLB field again as a coach as by June 2001, he was in the third base coaching box for the Montreal Expos. Expos owner Jeffrey Loria sold the team to MLB and immediately bought then-named Florida Marlins and Guillen followed as he became their base coach in 2002.
He remained in that capacity through the 2003 season as he was hired by the White Sox (the team he primarily played for) as their manager for the 2004 season. He was in that role through 2011 until the White Sox traded him to Miami to manage for them in 2012, the first year that they were in their new park and their first year as the “Miami Marlins.”
However, he was fired after just one season due to a poor season and inflammatory comments made during the season about then-Cuban dictator Fidel Castro.
Since then, though, he has become a pre- and post-game analyst for the Chicago White Sox on TV and the San Diego Padres interviewed him for their managerial opening this offseason before getting Bob Melvin from Oakland.