 He was then appointed club captain by manager Jackie McNamara for the 2013–14 season.On 30 June 2017, it was announced that Dillon had signed a two-year contract with Montrose.Dillon represented the Republic of Ireland Under-16 team at the 2000 UEFA European Under-16 Football Championship and is a former Republic of Ireland under-21 international who represented his country at the 2003 FIFA World Youth Championship, appearing as a substitute in the second round exit.