Often considered one of the best players of the current generation, Callanan has been a four-time nominee for Hurler of the Year, winning the award in 2019, and has won four All-Stars.

After making his first appearance for the minor team in April 2006, he ended the year by sharing in the All-Ireland Championship success.

He played in every grade before eventually joining the senior hurling team and lined out in several campaigns including a munster b title win in 2006.

[2] Callanan joined the Drom & Inch club at a young age and played in all grades at juvenile and underage levels.

On 16 October 2005, Callanan was just 17-years-old when he was selected at left corner-forward for Drom & Inch's Tipperary Senior Championship final meeting with Thurles Sarsfields.

[3] Drom & Inch qualified for the Mid Tipperary Championship final on 30 August 2006, with Callanan starting the game on the bench.

On 21 October 2007, Callanan lined out in his second Tipperary Senior Championship final in two years when Drom & Inch faced Loughmore-Castleiney.

[4] Callanan lined out at centre-forward when Drom & Inch qualified to play reigning champions Thurles Sarsfields in the Mid Tipperary Championship final on 31 August 2008.

[5] Callanan was captain of the Drom & Inch team that faced Clonoulty-Rossmore in the Tipperary Senior Championship final on 16 October 2011.

[6] On 14 October 2012, Callanan lined out in a fifth Tipperary Senior Championship final when Drom & Inch had the opportunity to retain the title.

On 14 September 2014, Callanan lined out at full-forward when Drom & Inch reached a second successive Mid Tipperary Championship final.

On 29 September 2019, Callanan collected a sixth Mid Tipperary Championship winners' medal, following a 2-19 to 1-21 AET defeat of Upperchurch Drombane in Littleton.

On 30 July 2008, Callanan won a Munster Championship medal after scoring 1-05 from left wing-forward in a controversial 1-16 to 2-12 defeat of Clare in the final.

He made his first appearance for the team on 10 February 2008 when he came on as a 48th-minute substitute for Ryan O'Dwyer and scored three points in a 2-25 to 2-08 defeat of Offaly.

[19] On 5 September 2010, Callanan failed to secure a place on the starting fifteen when Tipperary qualified to play Kilkenny in a second successive All-Ireland final.

He scored two points from play after coming on as a substitute for John O'Brien and collected his first All-Ireland medal following a 4-17 to 1-18 victory.

[23] On 15 July 2012, Callanan was selected amongst the substitutes when Tipperary qualified to play Waterford in a second successive Munster final.

He came on as a substitute for Noel McGrath at left corner-forward and ended the game with a fourth winners' medal in five seasons after a 2-17 to 0-16 victory.

[27] He retained his position on the starting fifteen for the replay on 27 September 2014, however, he ended the game on the losing side in spite of top scoring with 2-05 in the 2-17 to 2-14 defeat.

[35] Callanan claimed a sixth Munster Championship medal on 10 July 2016 after top scoring with 1-11 from full-forward in a 5-19 to 0-13 defeat of Waterford in the final.

[40] On 16 April 2017, he broke his thumb in Tipperary's National League semi-final defeat of Wexford, an injury which ruled him out of the final.

[41] On 14 January 2018, Callanan suffered another injury setback when it was revealed that he would miss the National League with a disc problem.