Samuels did not allow a quarterback pressure in 1999, had 91 knockdown blocks and played nearly every offensive snap during the regular season, and opening holes for Crimson Tide running back Shaun Alexander, who gained 1,383 yards rushing.

In 2000, Samuels was one of only four players on offense to start every game, joining Jon Jansen, Mark Fischer and Stephen Alexander.

[3] In 2004, he started all 16 regular-season games at left tackle and helped running back Clinton Portis rush for 1,315 yards, becoming only the fourth Redskin in history to do so in a single season.

He was named to the Pro Bowl after helped open up running lanes for Clinton Portis to rush for a franchise-record 1,516 yards.

[3] In 2007, Samuels was named to the Pro Bowl for the third consecutive season and started all 16 regular-season games and one postseason contest at left tackle.

He paved the way for the Redskins to post their third highest all-time rushing total in a single game ( 296 yards on 48 carries) at New York Jets on November 4.

[3] Samuels was fined $12,500 for delivering an illegal chop block that injured Antonio Garay of the Chicago Bears during a game in 2007.

He later apologized to Garay, who spent the remainder of the season on Injured Reserve, as well as to Bears head coach Lovie Smith.

Samuels denied allegations that he intentionally attempted to injure Kiwanuka, stating "On that particular play I was just trying to protect my quarterback...

Due to the risk of incurring a long-term, severe injury related to his condition by continuing his career, he retired from the NFL on March 4, 2010, based on advice from his doctors.

[12] Samuels indicated during his retirement press conference with the Washington Redskins that he intended to continue his career in football and become a coach.

[13] In February 2011, Samuels volunteered as the offensive coordinator at Mattie T. Blount High School in Prichard, Alabama.

[14] At Blount, he helped lead the Leopards to an overall record of 10–2 and an appearance in the Alabama High School Athletic Association playoffs.

[18] After stepping down at Winston Churchill in 2019, Samuels was hired as offensive coordinator at Northwest High School in Germantown, Maryland.