Signed by Baltimore in 1998 after a decade-defining career in Pittsburgh and San Francisco, Rod Woodson joined Maryland as a seasoned veteran transitioning into A new role. Transitioning from an elite boundary cornerback to a free safety, Woodson utilized his renowned instincts and speed to significantly enhance Baltimore's secondary, acting as the veteran leader during one of the most dominant defensive periods in NFL history.

Woodson brought rare athletic gifts to the safety valve role. Moving off the island allowed his cerebral diagnostic ability to shine. From his deep-middle perch, Woodson anticipated route concepts early, directing younger defensive backs before the snap, undercutting throwing lanes, and delivering punishing hits on receivers over the middle.

In 1999, his first season playing safety full-time in Baltimore, Woodson authored an outstanding campaign. He co-led the entire NFL with seven interceptions, returning two for touchdowns, while picking up his first Pro Bowl selection as a Raven.

Woodson achieved the peak of his career during the remarkable 2000 season. As the senior leader of a defense that set an NFL record by allowing only 165 points in a 16-game season, he recorded four interceptions and two forced fumbles during the regular season. He earned his second Pro Bowl invitation in Baltimore and maintained excellent secondary coverage throughout the postseason, which culminated in a 34–7 win in Super Bowl XXXV—the only championship ring of his Hall of Fame career.

In 2001, Woodson reinforced his performance by recording three interceptions, including one returned for a touchdown. This achievement secured his third straight Pro Bowl selection and Second-Team All-Pro honors with the franchise.

He signed with Oakland in 2002, culminating a legendary career with another All-Pro selection. During four seasons with Baltimore (1998–2001), Woodson appeared in 60 regular-season games, amassing 20 interceptions, 240 tackles, five defensive touchdowns, and 33 pass deflections. Inducted into the Pro Football Hall of Fame in 2009, his 71 career interceptions rank third in NFL history, and his 12 interception return touchdowns set an NFL record.