Dylan Grimes joined Shelbourne Under 19s as a 16 year-old in 2014 and was promoted to the Senior Squad ahead of the 2016 season where he made four appearances for, while also appearaing a number of times for the U19s.
2017 saw him make nine League appearances, three Leinster Senior Cup appearances and one appearance inthe League Cup, scoring once – in a 4-1 league win over Athlone Town at Tolka Park in September. he also fitted in a few games with the U19s, scoring on one occasion.
Dylan re-signed ahead of the 2018 season, on November 3rd.