A serious knee injury and the rise of Marcus Rashford has made Biddulph-born Wilson a bit of a forgotten man at Old Trafford.
The 22-year-old has not played a minute of senior football since damaging his anterior cruciate ligament while on loan with Derby County in October 2016.
He battled back to fitness and took the mature decision to let his knee properly heal instead of rushing out on loan last August.
But Wilson finds his career at a crossroads.
It’s difficult to imagine him breaking back into United’s first team but a hot run of form could give him a glimmer of hope of re-establishing himself at Old Trafford.
And Bramall Lane is an ideal place for Wilson to relaunch his career.
Chris Wilder’s play-off chasing side score goals for fun, they play on the front foot and he will be stepping into a team where every point matters.
Wilder has the Championship’s top scorer Leon Clarke and reliable goal-getter Billy Sharp in his ranks but appears ready to give Wilson a run of games.
“James has a fantastic pedigree having come through the ranks at Manchester United and importantly has some good Championship experience,” the Blades boss said.
“He says he is raring to go and is the fittest he has ever been, so couple that with his undoubted ability and desire to impress, than I’m sure he will improve the group.”
Wilson failed to set the world alight during a previous loan spell in the Championship with Brighton but he’s more experienced, fitter and stronger this time around.
There are 18 months left on his contract and he will surely be anxious about whether he’ll have a club come July 2019.
But the next five months is all that matters for the player and his new club.
Sheffield United will be hoping he can reignite their promotion push while Wilson is out to recapture some of the magic he displayed on his United debut some time ago.