Yes, his hubris was unrivalled. Yes, he was always getting his win ratio out and waving it around.
But he was always great value for a quote and his press conferences were compulsive viewing - primarily because he was a loose cannon.
Take the time he thought a reporter had told him a dick joke after the game. Classic Sherwood right there.
https://www.youtube.com/watch?v=Wfx9UD558Gc
We will probably never see his kind again in football again.
But the sport's loss is punditry's gain and even though we don't have the luxury of being able to watch him week out in the managerial hotseat of a football club on a weekly basis, someone has given him a mic and stuck him in front of a camera.
Of course it was going to be great. How could it not be?
He was drafted in to do a stint around Bournemouth's clash with high-flying Spurs, who Sherwood of course used to manage.
But it must have slipped his mind that he wasn't down the pub with the lads and he was in fact doing a live segment on Sky Sports, when he casually dropped in the word 'arse' to his analysis.
https://twitter.com/FansOfSport/status/789830942084988928
It didn't go unnoticed on Twitter either, and some people even thought he'd dropped an earlier clanger on the show too..
https://twitter.com/DylanBaker1986/status/789822565581742080
https://twitter.com/COYBIG1967/status/789821919361138688
https://twitter.com/loudlycurious/status/789827946043305984
https://twitter.com/csdanger/status/789822500490342400
https://twitter.com/PhillipScholey/status/789822485898362880
https://twitter.com/WillParf/status/789822491732615171
https://twitter.com/JJWallace22/status/789822396207337473
https://twitter.com/GlennNights/status/789822377190420480
https://twitter.com/Stefan_AFC/status/789822362514550784
https://twitter.com/CraigBell6/status/789822329224323072
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