He then left to become head coach of the San Diego Chargers, where the highlight of his tenure would be an AFC Championship and San Diego's first trip to the Super Bowl after the 1994 season where they fell to the 49ers, 49-26. Ross' first season in San Diego saw the Chargers drop the first four regular season games, but they recovered to win 11 of their final 12 games to win the AFC West, their first division title since 1981. In his five seasons with the Chargers, they won two division titles and made the playoffs three times. His regular season coaching record with the Chargers was 47–33, and 3–3 in the playoffs.
Detroit Lions
Following the 1996 season, Ross left the Chargers to take a more lucrative, and perhaps more rewarding position as the head coach of the Detroit Lions, where he would have control of all player personnel decisions and be able to hire his own staff. He held the position until the middle of the 2000 season. Detroit had long been considered underachievers under Wayne Fontes, and Ross was brought in to provide the team a more structured atmosphere. It was a challenging endeavor, as Detroit had developed somewhat of a "country club" atmosphere under Fontes' leadership, and veteran players on the roster ultimately came to resent Ross for running tougher practices, instilling weight requirements, curfews, etc. Ross sought to change the identity of the Detroit Lions, having them become a more traditional, physical, football team, less dependent on Hall of Famerunning backBarry Sanders for success. He structured his drafts accordingly, drafting highly regarded college offensive linemen such as Stockar McDougle and Aaron Gibson, neither of which panned out professionally. Ultimately, Ross was unable to change the culture in Detroit. He became frustrated at what he perceived to be the team's lack of effort, accusing them of just playing for their paychecks. In November 2000, following a home loss to the Miami Dolphins, having had enough of what he called his team's unwillingness to "fight back," he resigned in mid-season. Although his frustration with the Lions organization was evident, Ross later claimed that his primary reason for leaving when he did was due to blood clots in his legs. It is also noteworthy to mention that the 1999 Detroit team achieved the playoffs—albeit with an 8-8 record after losses in the final four regular season games, plus a first-round exit against the Washington Redskins—despite the unexpected retirement of Barry Sanders prior to training camp.
Army Black Knights
As head coach at Army, Ross reportedly received $600,000 in annual salary, which was seen as evidence of Army's eagerness to right the program after the team's 0-13 record in 2003. During his three-year term as Army head coach, Ross improved their record to 9–25, up from 4–32 over the three years before Ross's arrival. Ross retired from coaching in 2007.
Personal life
Ross and his wife, Alice, have three sons, two daughters, and 18 grandchildren. Their sons Chris and Kevin graduated from the United States Air Force Academy and United States Naval Academy, in 1984 and 1988, respectively. Kevin served for a time as Army's offensive coordinator and running backs coach under his father, but was not kept in that post under Ross's replacement, Stan Brock. Chris is currently the coach for Fairfax Home School's varsity soccer team, based in Fairfax, Virginia.
