11 Surprising WWE Heel Turns You Never Saw Coming
6. Jonathan Coachman On Shane McMahon (2003)
The above image should tell the story of how well Jonathan Coachman's turn actually went after he shockingly sided with Eric Bischoff midway through the Raw General Manager's battle with Shane McMahon, but it was no less bonkers when Coach emerged seemingly from nowhere to blast the 'Boy Wonder' across the back with a steel chair.
After years as a punching bag and specifically the prior few weeks as forgotten entity on Monday Night Raw, Coachman attempted to curry favour with 'Easy E' by joining forces with him in the fight against 'The Money'.
The pair engaged in a lengthy assault on McMahon until Bischoff's babyface counterpart Stone Cold Steve Austin made the save. Far from evening the odds, Austin's inclusion suddenly weighted them heavily in Shane's favour, allowing him to cruise to victory in spite of the battle's shocking mid-point twist going against him.
In kayfabe, Coach's switch proved fruitful. His toadying earned him pithy authority figure roles on Monday Night Raw for most of the remainder of his original WWE run. His real life knack for similar behaviour allegedly had much to do with his surprising 2018 return.