[4] In game two of Bowie's match-up with the Akron Aeros in the first round of the Eastern League playoffs, Reimold hit three home runs for the first time in his career en route to finishing 4-for-5 with eight RBIs.

[7] On September 18, the Orioles decided to shut down Reimold for the rest of the season due to fraying in his left Achilles tendon.

After a slow start in his first 83 at-bats, Reimold was demoted back to Norfolk on May 12, 2010, where the coaching staff was retooling him to play first base.

[9] Reimold had a successful 2011 campaign with most of his playing time in left field after Luke Scott tore his labrum and Félix Pie was sent down to the minor leagues.

In the season finale against the visiting Boston Red Sox, he tied the game on an RBI double and crossed the plate for the game-winning run.

The loss, coupled with the walk-off win by the Tampa Bay Rays minutes later, eliminated the Red Sox from playoff contention.

Reimold started the 2012 season strong playing in left field, hitting .313 with five home runs and 10 RBIs in his first 16 games, but was plagued by injuries, including a herniated cervical disk,[10] that put him on the disabled list after April 30.

In order to fix the procedure performed the previous June, he was once again forced to undergo season-ending corrective surgery after limited playing time.

[14] After four games played with the Blue Jays, in which he batted .333 with three RBI, Reimold was placed on the 15-day DL with a left calf strain on July 12.

[18] On February 3, 2015, Reimold signed a minor league contract with the Baltimore Orioles that included an invitation to spring training.

[23] Reimold sued Johns Hopkins Hospital and his surgeon in Baltimore City Circuit Court for prematurely clearing him to play after his 2012 surgery.