Street attended Westlake High School in Austin, Texas, from 1997 to 2001, where he lettered in both football[1] and baseball, winning all-state and all-district honors in both sports.

Statistically one of the best collegiate closers of all time, Street is in the top 20 for career saves (41) and fewest hits allowed per nine innings (5.46).

[3] Street received All-American honors at Texas every season he was there, and helped his team win the College World Series of collegiate baseball in 2002.

[4] A year later, Street led the Longhorns to the Series semifinals, and in 2004, he helped his team to the finals, only to lose in two games to Cal State Fullerton.

He became Oakland's closer when incumbent Octavio Dotel went down in May with an elbow injury that required Tommy John surgery.

He was rewarded for his effort by being named Rookie of the Year, as the third player in a row who had spent some time in the Athletics organization (after Ángel Berroa in 2003, and Bobby Crosby in 2004).

On October 14, Street gave up a walk-off three-run home run to Magglio Ordóñez of the Detroit Tigers in Game 4 of the 2006 ALCS that ended the A's postseason.

[9] Since that time, Street excelled in the closer role and was a key cog in the Rockies' mid-season run back into the race (16–1 from June 4 to 22).

In Game 4 of the 2009 National League Division Series, Street entered the ninth inning with the Rockies leading 4–2.

The Padres picked up all but $500,000 of Street's remaining contract,[15] and he moved immediately into the closer role vacated by Heath Bell.

[17] On July 29, 2012, the Padres and Street agreed to terms on a two-year contract extension with a club option for the 2015 season.

[18] On August 10, 2012, Street suffered a strained left calf while fielding the final out of the game and missed the next six weeks.

[20] His only blown save, loss, and home runs given up for the season (two) all occurred in his final appearance of the year against the San Francisco Giants.

[27] After struggling for most of the 2016 season, Street was ruled out for the remainder of the year after undergoing right knee surgery on August 24.

On March 29, 2018, Street announced his retirement from Major League Baseball on Twitter after battling injuries for the previous two seasons.