Career
Cassidy has represented Wales at both under 19 and under 21 levels. Cassidy joined Welsh Alliance club Llandudno Junction aged 16, where he made an immediate impact in his first season, scoring 28 times in 32 appearances in the 2009-2010 season. His debut season earned him a move to Welsh Premier League side Airbus United Kingdom Broughton in Summer 2010, and his impressive appearances for the club in a series of pre-season games saw him immediately depart for Wolverhampton Wanderers.
He signed a two-year deal (with an option for a third) with the English Premier League side for an undisclosed fee following a short trial.
In March 2012, he moved on loan to League One side Tranmere Rovers, in a move later extended to run until the end of the season. In total, he scored five times in ten appearances.
Ahead of the 2012-2013 season the striker renewed returned for a second loan period with Tranmere Rovers. A move which lasted until January 2013.
Cassidy was then named the League One Player of the Month for September 2012, after scoring seven league goals during the month.
He returned to Wolves after his loan spell ended in January 2013 having scored 11 goals in 26 appearances. He made six league appearances, without scoring, as the club unsuccessfully fought to avoid relegation to League One. However, he has failed to score a goal for the club to date.
In January 2014 joined Tranmere Rovers for a third loan spell, after a three-month deal was agreed.
This loan spell, however, was less successful than his previous two as he scored just once in 19 appearances as the club struggled to avoid relegation. After having signed a new one-year contract at Wolves (with an option for a further year), he was loaned to League One team N ottinghamshire County in July 2014 until January 2015, during which time he scored four times during 20 appearances.
On 15 January 2015, he was loaned out for the rest of the season to League Two side Southend United. On 23 June 2015, with effect from 1 July 2015, Jake signed a 2 year contract with a further 1 year option with Oldham Athletic.
In January 2013 he was selected in the Wales under 21 squad for the friendly match against Iceland on 6 February 2013.