Sherrard attended Chico High School in Chico, California, where he was a multi-sport athlete, lettering in football, basketball, baseball and track. He moved on to UCLA as an unrecruited walk-on athlete and was redshirted after breaking his finger in fall practice. The next year, he suffered from mononucleosis when he reported for spring practice and registered only 2 receptions during the season, while backing up wide receivers Dokie Williams and Jo-Jo Townsell. Sherrard became a starter as a sophomore in 1983, posting 48 receptions for 709 yards. He also was the first player in school history to have 2 games of more than 135 receiving yards; 136 yards against the University of Washington and 140 yards against Arizona State University. The next year, he had 43 catches, becoming the first player in school history to have two seasons with more than 40 receptions, while also tallying a career-high 729 receiving yards. As a senior, he was having his best season until breaking his clavicle in the first half of the fifth game against Arizona State University. He missed five contests and returned for the season finale against USC. He also played in the 1986 Rose Bowl 45-28 win against the University of Iowa, where he had 4 receptions and one touchdown. Sherrard left as the school's all-time leading receiver in a season and a career with 124 receptions for 1,937 yards and 9 touchdowns.
In the 1986 NFL Draft the Dallas Cowboys traded up from the 20th to the 18th position with the San Francisco 49ers, in exchange for a fifth round draft choice, in order to select Sherrard, who became only the second wide receiver ever drafted by the franchise in the first round. Sherrard started what seemed to be a very promising NFL career, becoming a starter in the thirteenth game against the Seattle Seahawks. He played in all 16 games, registering 41 receptions for 744 yards, an 18.2-yard average and 5 receiving touchdowns. At the time his totals ranked third for most receptions, third for most receiving yards, and second for most receiving touchdowns by a rookie in franchise history. In 1987, he came into training camp as the Cowboys best wide receiver, but was lost for the year when he was tripped by a defender during a scrimmage on August 5, shattering two bones in his right leg. He also missed the 1988 season, when he re-fractured his right leg tibia and also the shin bone, while jogging on a Santa Monica beach as part of his rehab treatment in March.
San Francisco 49ers
The San Francisco 49ers signed Sherrard in Plan B free agency in 1989, but put him on the Physically Unable to Perform list for the entire regular season, allowing him plenty of time to heal for the playoffs, where he caught 3 passes for 40 yards and was a part of the Super Bowl XXIV winning team. In 1990, he was off to a solid start, but broke his right fibula in a 20-17 win over the Cleveland Browns during the seventh game and was placed on the injured reserve list on October 29. He finished with 17 receptions for 264 yards and 2 touchdowns. The next season, he played in all 16 games, posting 24 receptions for 296 yards and 2 touchdowns. In 1992, he appeared in all 16 games, tallying 38 catches for 607 yards, including 6 catches for 159 yards against the Buffalo Bills.
On April 7, 1993, he signed as a free agent with the New York Giants. He was off to a great start with 24 receptions for 433 yards and 2 touchdowns through the first 6 games, but lost the rest of the season after suffering a partially dislocated left hip and a fractured hip socket against the Philadelphia Eagles. He also had injury complications when he was diagnosed as having a blood clot on the same hip. His best professional season came in 1994, when he had career-highs in starts, receptions, receiving yards and touchdowns. The next year, although he missed most of the preseason with a hamstring injury, he played in 13 games, catching 44 receptions for 577 yards and 4 touchdowns. He missed the 12th and 13th games with a ruptured blood vessel above his right knee.
Denver Broncos
On May 5, 1996, he signed as a free agent with the Denver Broncos, where he only played one season as a reserve, before announcing his retirement on August 6, 1997. Sherrard persevered through multiple injuries and doubts about his future, to play 11 seasons in the NFL, recording 257 receptions for 3,931 yards and 22 touchdowns.
