He spent 21 seasons in Major League Soccer (MLS) with the Miami Fusion (2000–2001), Colorado Rapids (2002–2007) and Real Salt Lake (2007–2020).

He attended DeMatha Catholic High School in Hyattsville, Maryland as a freshman, where he won a state wrestling title.

Beckerman had been involved with the league for the previous few years, having been one of the inaugural students at the United States Soccer Federation's Bradenton Academy, which also featured Landon Donovan, DaMarcus Beasley, Oguchi Onyewu, and Bobby Convey.

[9] After the Fusion were contracted at the end of the 2001 season, Beckerman was selected 11th overall in the 2002 MLS Dispersal Draft by the Colorado Rapids.

He started all 38 matches for Salt Lake that year, helping the team reach the Western Conference Final (the club's first-ever playoff appearance).

RSL struggled through an up-and-down regular season, finishing with a losing record (11–12–7) and barely qualifying for postseason play.

[11] Beckerman was named on December 9, 2020, to The 25 Greatest by Major League Soccer as part of the circuit's 25th season celebration.

[citation needed] He started all six games in the 1999 FIFA U-17 World Championship in New Zealand, helping the U.S. to a fourth-place finish in the tournament.

He was named to the U.S. roster for the 2007 Copa América in Venezuela, where he earned two caps: he entered as a reserve against Argentina, then played the full 90 minutes against Colombia.

Throughout July 2013, Beckerman was called up for the 2013 CONCACAF Gold Cup alongside Real Salt Lake teammates Nick Rimando and Tony Beltran.

On July 28, 2013, Beckerman played a full 90 minutes with Rimando to help secure the United States' 5th Gold Cup championship against Panama in a 1–0 victory.

Klinsmann elected to sit Beckerman in the Round of 16 match against Belgium; the Americans subsequently allowed 18 shots on goal in a 2–1 loss, which eliminated them from the World Cup.