[5] On 31 August 2010, Grandison completed a loan move to League One club Tranmere Rovers to gain first-team experience.

[14] On 12 March, Grandison received the first red card of his career during a 5–0 loss to promotion rivals Torquay United.

[19] Initially utilised at right-back by then manager Graham Turner, Grandison was increasingly used as a central defender in the 2012–13 season and was almost ever-present in the side until he picked up a pelvic injury in January 2013, making only one more appearance thereafter.

[20] Having failed to come to an agreement over a new contract in the close season, Grandison was released by Shrewsbury Town, although they were obliged to work with him until he fully recovered from long-term injury.

[24] He made his return to first-team action on 7 January 2014 as a substitute in Shrewsbury's 2–0 home defeat by Leyton Orient.

[25] Despite Shrewsbury suffering relegation back to League Two, both player and club opted to exercise their option to extend Grandison's contract to the end of the 2014–15 season on 13 May 2014.

[32] After picking up a hip injury which ruled him out of contention for much of his time at the club, Grandison was released in March 2017, failing to make a first-team appearance for Colchester.

[34]He is known to regularly perform step overs during matches,[35] and also posting videos of himself singing onto social media, which established him as a cult figure amongst Shrewsbury supporters.