He spent five years on the club's books without making a first-team appearance, instead spending time on loan at Motherwell, Doncaster Rovers, Ipswich Town and Crewe Alexandra.
[8] He made eleven further appearances under Ian Baraclough across the 2014–15 season, and then featured as a substitute in the relegation/promotion play-off final second leg win over Rangers at Fir Park.
[14] Grant signed for Championship club Ipswich Town on a season-long loan on 4 August 2016, making his debut at Portman Road two days later in a 4–2 win over Barnsley.
[16] Manager Mick McCarthy said that he couldn't give Grant playing time ahead of the likes of Tom Lawrence, Kundai Benyu and Andre Dozzell and that it would be better for the player's development to return to Finch Farm.
He was in the starting line-up against Stevenage on the same day,[18] and opened up his goal account on 21 January by lashing a shot to the bottom corner from 18 yards (16 m) out, the first in a 3–1 victory over Crewe Alexandra.
[19] Rovers manager Darren Ferguson said Grant was "disappointing" in his second spell at the club, despite him starting twenty matches as Doncaster secured a League Two automatic promotion spot.
[14] Ferguson had initially talked of an agreement with Everton to sign Grant on a permanent deal in the summer, with reports indicating only personal terms had yet to be agreed.
[25] Manager Derek Adams had attempted to sign him six months earlier, but the deal was thwarted by a FIFA rule that prevented players from appearing for more than two teams in a single season.
[31] He was voted as Argyle's Player of the Month for September 2020 by Plymouth Live readers, having formed an effective triumvirate with Danny Mayor and Lewis Macleod in the centre of the pitch.
[42] On 27 June 2023, Grant agreed a two-year deal with League One side Port Vale to start on 1 July; manager Andy Crosby praised his technical ability, footballing experience and personal drive.
[48] On 7 February 2025, Grant joined League Two side Accrington Stanley on a short-term contract for the remainder of the 2024–25 season, where assistant manager Ged Brannan said "you can never have enough experienced midfielders and he will make us stronger".