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Winters has worked as a financial consultant and insurance agent through the years, and continues to do it part-time. In addition, he has done some acting and voice over work, writing and some coaching. He authored a book called From the Outhouse to the Penthouse and Somewhere in Between: The Story of One Free Agent's Trip Through the Ranks of Pro Football. He is a lifetime member of the National Football League Players Association and a member of the Screen Actors Guild. After serving as a teacher for 9 years and a coach for 4 years in the Spring Independent School District in Houston, Texas, where he helped coach the Spring Dekaney High School Wildcats to the 2011 5A Division II State Football Championship, he resigned his position to pursue new opportunities.

In 1983, Winters signed on with John F. Bassett's Tampa Bay Bandits in the newly emerging USFL, where he started eleven of the team's first twelve games at left guard for head coach Steve Spurrier before sustaining a stress fracture of his right leg, ending his season. He was waived in training camp the following year in 1984, but recalled by the Bandits off waivers after the first regular season game. He was then waived again three games into the regular season, but was claimed by the San Antonio Gunslingers of the USFL, where he started thirteen of the last fourteen games at center for head coach Gil Steinke in their inaugural season. He also did the snapping for field goals and extra points. In 1985, he was traded in the off-season to the Portland Breakers where he rejoined his former line coach from San Antonio Mike Barry. He went on to play eighteen games for the Breakers, starting one game at right guard for head coach Dick Coury. The following year Winters was to sign and play for the Orlando Renegades of the USFL and head coach Lee Corso but the USFL ceased operations and Winters retired from professional football.

Upon graduation, Winters attended a free agent tryout camp, and earned a contract as an offensive lineman with George Allen's Washington Redskins in 1976, but was released in training camp. In 1977, he signed with new head coach John McVay and the New York Giants, receiving a $5,000 bonus. He suffered a ruptured appendix on July 26 due to dehydration after playing more than sixty five plays in 95 degree heat during a controlled offensive scrimmage against the New York Jets. Winters was expected to make the final roster, with McVay stating on August 9 that "We're going to keep a spot open on our final roster for him," and "That's how much we think of him." On August 17, Winters was placed on the non-football related injury list by the Giants in the hopes of being activated onto the roster once healthy, but developed an infection (peritonitis) keeping him out for the remainder of the season. Winters was released the following year in training camp on August 15, and picked up on a five-day trial by the Montreal Alouettes of the CFL. He went on to start for head coach Joe Scannella at right tackle for the remainder of the season, which included six of the next eight regular season games, two playoff games, and the 66th Grey Cup. The following year, he was traded to the BC Lions during training camp and played in one preseason game for head coach Vic Rapp but suffered a knee injury during it. The injury required surgery and resulted in him being placed on injured reserve for the season. He spent the 1980 season rehabilitating his knee and started a career as a financial consultant, and legally shortened his name to Bill Winters. He went on to play two full seasons in the AFA, starting twelve games at center for the Orlando Americans in 1981, and thirteen games at right guard and right tackle for the Carolina Storm in 1982. The Storm went undefeated at 13–0 and won the American Bowl league championship that year.

Bill Winters (born William Randolph Kahl-Winter on July 22, 1954) is an American former professional football offensive lineman who played in the National Football League (NFL), Canadian Football League (CFL), American Football Association (AFA), and United States Football League (USFL) for eight seasons during the 1970s and 1980s. He played college football for Princeton University, and thereafter he played professionally for the Washington Redskins and New York Giants of the NFL, the Montreal Alouettes and BC Lions of the CFL, the Orlando Americans and Carolina Storm of the AFA, and the Tampa Bay Bandits, San Antonio Gunslingers, and Portland Breakers of the USFL.