[3] On Thanksgiving Day, Anacostia won the DCIAA championship game, known as the Turkey Bowl, by a 40–31 score over Dunbar High School.

In 1996, Mayor of Washington, D.C., Marion Barry, helped the team acquire new topsoil and 500 rolls of Brute Bermuda sod worth about $60,000 ($116,563 today).

[7] In the championship game, June fumbled on the 1-yard line in the fourth quarter, leaving the door open for Cardozo Senior High School to score a touchdown in the waning seconds to secure a victory.

[15] However, Howard D. Woodson High School and senior quarterback Byron Leftwich avenged its only regular season loss (which came 28–20 at the hands of Anacostia) by a 26–22 margin.

The team recruited numerous top 50-rated players on both offense: Justin Fargas, Marquise Walker, David Terrell and Drew Henson, and defense: Victor Hobson, Dave Armstrong, June, Bennie Joppru, and Larry Foote.

[45] In his best performance of the season, before a record-setting crowd of 111,575 at Michigan Stadium,[46] he recorded a team-high 10 (7 solo) of his 27 tackles in a 24–17 victory in the rivalry game against Ohio State on November 20, 1999.

[48] During the summer before his 2000 season as a redshirt sophomore for the 2000 Wolverines when he was expected to challenge for the starting strong safety position, he suffered a season-ending anterior cruciate ligament injury in his right knee that required reconstructive surgery.

During the altercation, a Michigan teammate was identified as having punched someone in the face, and June was charged with failing to obey an officer's order for refusing to leave the scene.

[51] The 2001 Michigan Wolverines football team lost several key offensive components from the previous season when Anthony Thomas and David Terrell joined the Chicago Bears of the NFL and Drew Henson was drafted by the New York Yankees of Major League Baseball.

[52][53] In the second game of the season, June was called for a questionable roughing the passer penalty against Washington that allowed the Huskies to score a field goal to reduce the Wolverines' lead to 23–12 in the fourth quarter.

[63][64] In his senior season for the 2002 Wolverines, one of June's notable performances was his individual effort to stop a bootleg play against Notre Dame on September 14, which forced a change of possession to give Michigan the ball with just over two minutes remaining.

[79][80] On April 27, June was selected by the Indianapolis Colts in the sixth round (25th pick) of the 2003 NFL Draft with the expectation that he would play weak side linebacker.

[97] In week 15, June returned an interception 71 yards to the four-yard-line where he stepped out of bounds with 59 seconds remaining in the game at the RCA Dome, the Colts' home stadium.

This prompted the fans to chant for Peyton Manning to enter the game to attempt to tie Dan Marino's single-season touchdown pass record.

[98] Coach Dungy's scheme is designed so that the weakside linebacker is supposed to make the most tackles,[94] and June was the Colts' leading tackler by a wide margin that season.

[105] June recorded an interception that he ran back for a touchdown in the first game of the season against the Baltimore Ravens on Sunday Night Football.

[111] June sat out the December 11 game against the Jacksonville Jaguars, which resulted in the Colts raising their record to 13–0, clinching their third straight AFC South title, a first-round bye and home-field advantage throughout the playoffs.

[112] There was great speculation about whether June and other injured players would rest up for the 2005–06 NFL playoffs or whether the team would attempt to post the first perfect 16–0 regular season.

[119] In the opening round of the playoffs, the Colts forced a fumble by Jerome Bettis that was nearly run back for a winning touchdown in the final minute of play, but Ben Roethlisberger made a game-saving tackle on Nick Harper for the Pittsburgh Steelers's 21–18 victory.

[135] June forced a fumble in the seventh game,[136] and he intercepted two Tom Brady passes as the team improved to 8–0 in a 27–20 road victory over the New England Patriots.

[145] June was considered to be a fast linebacker[146][147] and a specialized talent with a better likelihood of success in a defensive scheme that was built around speed rather than size.

For example, when the Colts had their Super Bowl ring ceremony, June flew to Indianapolis and back without missing any Buccaneers practice time.

[157] As strongside linebacker he beat out Ryan Nece as the 2007 Buccaneers starter,[158] although he was considered the heir apparent to 13-year veteran and 10-time Pro Bowler Brooks at the weakside position.

[175] In his third game, June made a key tackle for a 3-yard loss, which resulted in a subsequent missed field goal by the St. Louis Rams.

[186] In the Atlanta game, which gave the Bucs an undefeated 3–0 division record,[187] June was involved in a controversial fumble–lateral play,[188][189] which NFL officials said the referees ruled incorrectly on.

[192] Nonetheless, June was still injured in the final game of the season,[193] and he was listed as inactive for the Bucs' 2007–08 NFL playoffs matchup with the New York Giants,[194] which the team lost.

[199] In a story not published until four weeks later, Minnesota Vikings running back Adrian Peterson claims that June attempted to injure him in a November 16 game.

[209] However, on August 20, June broke his forearm during morning practice, had surgery to insert a plate that afternoon and was expected to miss 6–8 weeks.

[229][230] At Tampa, he had two-time defending Madden Bowl champion Alex Smith as a teammate and June, who is known as a vocal player,[157][231][232] voiced an interest in playing him.

[237] During the 2005 season, June and Gary Brackett visited the three most successful Marion County, Indiana Vectren C5 food drive elementary schools.