He was playing (and scoring) for the U-23s (or U-21s as they were known back then) three seasons ago, in 2013-14, during his U-16 schoolboy season.
Playing for the U-23s now would be a backward step for him.
It does happen. Last season Wolves' development squad left-back Ben O'Hanlon played for Crawley in a pre-season friendly against Burgess Hill with a view to a loan move, but Mark Yates did not pursue his interest and the lad had another trial with Kidderminster in pre-season before eventually...
Jordan Maguire-Drew was playing for, and scored for, Dagenham & Redbridge this afternoon:-
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The match report on their website includes this:-
A fan posted on their facebook page
Hopefully it is a trial for a loan move, rather than a permanent move.