After retiring as a player, Dent managed in the Yankees' minor-league system, notably with the
Columbus Clippers. He served the Yankees as manager of the big-league club for portions of two seasons, compiling an 18–22 record in and an 18–31 record in . Owner
George Steinbrenner hired Dent only as a stopgap, and did not believe he could lead the Yankees back to postseason play. He intended to replace Dent with
Billy Martin at the earliest opportunity in 1990, but those plans were brought undone when Martin died in a car accident on Christmas Day in 1989. In 1989 Dent opened a baseball school at
Delray Beach, Florida, which featured a miniature version of Fenway Park. Although Dent had his greatest moment as a player at Fenway Park, his worst moment also came at Fenway Park when he was fired as manager of the Yankees.
Dan Shaughnessy of
The Boston Globe criticized Steinbrenner for firing Dent in Boston and said he should "have waited until the Yankees got to Baltimore" to fire Dent. He said that "if Dent had been fired in Seattle or Milwaukee, this would have been just another event in an endless line of George's jettisons. But it happened in Boston and the nightly news had its hook". But Yankees television analyst
Tony Kubek blasted at Steinbrenner for the firing in a harsh, angry way. At the beginning of the broadcast of the game on
MSG Network, he said to Yankees television play-by-play announcer
Dewayne Staats, "George Steinbrenner...mishandled this. You don't take a Bucky Dent (at) the site of one of the greatest home runs in Yankee history and fire him and make it a media circus for the Boston Red Sox." He then stared defiantly on camera and said to Steinbrenner, "You don't do it by telephone, either, George. You do it face to face, eyeball to eyeball...If you really are a winner, you should not have handled this like a loser." He then said that "What all this does, it just wrecks George Steinbrenner's credibility with his players, with the front office and in baseball more than it already is–if that's possible. It was just mishandled." From 1991 to 1994, Dent served on the coaching staff of the
St. Louis Cardinals under manager
Joe Torre, moving to the coaching staff of the
Texas Rangers from 1995 to 2001. In 2002, Dent served as the manager for the
Omaha Royals, the Triple A affiliate of the
Kansas City Royals. In 2003, when the
Green Monster seats were added to Fenway Park, Dent attended the first game and sat in a Green Monster seat that was very near to where his 1978 home run landed. No animosity was displayed towards him by Red Sox fans at that game, who were all cordial to him. Dent threw out the first pitch to
Yogi Berra in the seventh and final game of the
2004 American League Championship Series. In November 2005, Dent became the bench coach for the
Cincinnati Reds. The
Cincinnati Reds released Dent on July 3, 2007; just a few days after releasing manager
Jerry Narron. At the time, the Reds had the worst record in Major League Baseball. Every year,
ESPN hosts a company softball game named after Dent in
Central Park,
New York City. In March, 2020 he began hosting a podcast, Deep to Left with Bucky Dent. The most recent episode was released in February, 2021. ==Managerial record==