2007-08: Played for the Elgin-Middlesex Chiefs (Minor Midget), notching 104 points (53G, 51A) in 65 games. Chosen third overall in the 2008 OHL Priority Selection by the Owen Sound Attack.
2008-09: In his rookie season in the OHL, Shipley played in 63 games, scoring 16 goals and adding 23 assists for 39 points. He played in 4 playoff games for the Attack but did not register a point.
2009-10: In 68 games for the Attack, Shipley scored 23 goals and tacked on 40 assists for 63 points. Shipley played for Team Orr at the 2010 CHL Top Prospects Game.
2010-11: Shipley spent his third OHL season with the Niagara Ice Dogs and scored 18 goals with 32 assists in 65 games. Obtained in a pre-season trade with Owen Sound for two players and three draft picks, Shipley had more of a two-way role for Niagara, which finished with the OHL's third-best record and featured a pair of 2011 NHL Draft 1st round picks (leading scorer Ryan Strome (NYI) and defenseman Dougie Hamilton (BOS)). While Shipley's offensive numbers dipped from his time with Owen Sound, his +10 plus/minus was his best to-date and he scored six power play goals. In 14 OHL playoff games, he had 1 goal with 6 assists and was +3 with 8 PMs.
Shipley has always been inconsistent and rumblings of an attitude problem may have bubbled to the surface when as a newly drafted 18 year old, he requested a trade out of Owen Sound before the 2010-11 season. Shipley is an average skater with good size and very good hands but he has yet to live up to the promise that made him the third overall selection in the OHL priority selection draft.
Shipley was not signed by the Sabres and went undrafted at the 2012 NHL Draft. He is now a free agent.