Shipley played college football for the Texas Longhorns, receiving consensus All-American recognition in 2009.

[3] In 2000, in his first varsity game as a freshman at Rotan High, Shipley totaled 454 all-purpose yards and returned three punts for touchdowns.

[4] With former Dallas Cowboys quarterback Stephen McGee, Shipley helped lead the Burnet Bulldogs to back-to-back Class 3A State championship games of which they lost in 2002 and 2003.

[5] Following his record-setting high school career, Shipley played in the 2004 U.S. Army All-American Bowl with fellow Texas Longhorn Frank Okam and former Minnesota Vikings running back Adrian Peterson.

[7] Shipley was a senior in 2008, but filed paperwork with the NCAA to request an extra year of eligibility to make up for games missed due to injuries.

[9] Following the 2008 season, Shipley underwent shoulder surgery for what he stated was "an injury I aggravated a couple of times during the year, but was able to play through.

He caught seven passes for 71 yards in the 13–12 win and helped Texas earn a spot in the 2010 BCS National Championship Game.

[12] In Shipley's first NFL preseason game, he returned a punt 63 yards late in the fourth quarter to set up the Bengals' only score against the Dallas Cowboys.

[21] He was released less than two weeks later during final roster cuts on August 31, but was re-signed on September 18 following an injury to starting slot receiver Preston Parker.

[22][23] The Buccaneers released Shipley again on September 25, two days after a game against the Dallas Cowboys in which he fumbled a punt return.

[28] In 2018, Shipley joined the Texas GameDay crew on the Longhorn Network following Emmanuel Acho's departure for ESPN2.