Career
Manchester United
During the 2012-2013 season Grimshaw was a regular in the side, notching up a total of 28 appearances and eventually forcing his way into the Manchester United reserve side during the latter stages of that campaign. Also, Grimshaw was appointed as Academy team captain, which he were to take on regularly. His eye-catching form led to Paul McGuinness, manager of the under-18"s team, comparing Grimshaw with the likes of John O"Shea and Philosophy Neville, both of whom progressed through the youth ranks at Old Trafford.
= Motherwell (loan) Grimshaw"s first taste of first-team action as a professional was with Scottish club Motherwell, whom he joined for the 2015-2016 season.
He made his debut for the Steelmen from the bench in a 1–1 draw at home to Ross County. In January 2016, Grimshaw was recalled from his loan at Motherwell shortly before it was due to expire.
Preston North End
On 18 January 2016, Grimshaw joined Preston North End for an undisclosed fee, signing a two-and-a-half-year contract. Grimshaw"s form during the 2012-2013 season also saw him make his first appearance for the England Under-18s against Italy.