Her 19 under par finish in the 1999 Kraft Nabisco Championship was the first 19 under par finish in the history of the major championship. She shared the record for the lowest score in relation to par in any major championship until 2015. That is when she was surpassed by Jason Day who reached 20 under par in the PGA Championship. Her LPGA record would stand until 2016 when it was finally beaten.

She also won Kraft Nabisco Cup in 1992 and 1999. Her best results were as a money winner in 1992, LPGA Player of the year 1992, LPGA vare Trophy, in 1992. She was the GWAA Female Player of the year 1992. She was also elected best female Golfer in 1993.

Pepper was once quoted saying, “I had this weird sensation that it was my tournament to win. It was strange because under normal circumstances you feel like throwing up.” It was in reference to her playing down the stretch in her victory at the 1992 Nabisco Dinah Shore.

Retirement from Professional Golf

A series of injuries started cropping up that would eventually force her into early retirement. In 1995, she ruptured her rotator cuff and had a series of thoracic back sprains which caused her to miss six weeks of the tour. During the 2002 season, she only played in one tournament, due to problems with an old injury In her shoulder. In 2004, she decided to hang up her golf bag and announced that she would be retiring by the end of the season.

With her tournament days behind her, she started working as a commentator for NBC Sports and The Golf Channel in 2005. She reported on both Men’s and Women’s events.

Dottie raised some controversy in 2007 when she was quoted as saying that the American Team was "choking freaking dogs", during her commentary for the Golf Channel. She was under the impression that she was not on-air and that there were commercials being played, not knowing that she was still alive. This angered some of the players and fans at the event and Pepper immediately apologized for her poor choice of words.

In 2012 Dottie was chosen to be one of the two assistant captains for the U.S. Team at the 2013 Solheim Cup by the captain, Meg Mallon. Pepper retired from her services as a commentator in December of that same year, as she was tired of the constant traveling and wanted to slow things down and spend time promoting Junior Golf as a PGA of America board member.

She was again signed by ESPN in May of 2013 and asked to provide commentary, but this time on a limited basis, she was to cover only the major tournament events like the PGA, LPGA, and Champion Tours.

In 2012, she began writing a series of books for children. It was called ‘Boogie Tees Off’. The books taught children values like honesty through the use of golf characters.

She would go on to replace commentator David Feherty in 2015 on CBS as he had left to go to work for NBC where he could continue his “Feherty Series” on the Golf Channel. She did occasional tower announcing but mostly took his role as the on-course reporter.