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He just never developed beyond what he was at 16, it happens. I'm sure in hindsight he probably wishes he had stayed the course with prep, USHL and then matriculated to a Hockey East school, at least he would be earning a degree. There's obviously no way to know if his development arc would have been significantly different and perhaps he would have ended up in the same place, which is still farther than 95% of his peers, just no where many thought he would end up.
To answer your question, played last season in the ECHL, spent a chunk of the second half of the season getting bounced between the active/inactive roster.
Askew’s bridge-burning began when he committed to play hockey at Northeastern. Eventually he de-committed, committing instead to Boston University. De-committed from there as well. The Indiana Ice drafted him in 2012; he attended their camp and made the roster. Before the season began, he changed his mind and went home to play for Cushing Academy. Having signed a tender before backing out, Askew cost the Ice a future first round draft pick. To the surprise of many, when drafted by Drummondville of the QMJHL in 2013, he signed on.
But Drummondville didn’t go well. He played fourth line minutes and put up very few points. According to whispers on the Hockey’s Future boards, half way through the season he sought a trade; disagreements between Drumondville and Askew’s parents finally led to his being sent over to Moncton in May. Despite some inconsistencies, he appears to finally be finding his game.
Nonetheless, few players plummeted between Central Scouting’s midterm and final rankings as far as Askew, going from the 79th ranked North American skater to the 154th. While this could be due to many factors, some believe his reputation for quitting on teams and his inability to make adjustments when things get tough played a role.