Well, himself is an easy answer to that question. Kloppo has now grinned for a happy snap four times after a fine opening month at Liverpool, putting him joint-12th in the all-time ranks.
Suffice to say, Alex Ferguson leads the way at the top of the Premier League charts with a mighty 27. Bloody spoiler alert.
So now we’re quizzing you on the last 50 winners altogether, taking you right back to August 2005 when England’s top flight was but a wasteland and Thierry Henry roamed the earth.
You’re getting 10 minutes to name as many of these top gaffers as you can: we’ve given you the month of their last award win and the club they were managing at the time.
When you’ve finished, tell us how you did @FourFourTwo and we’ll retweet some of your scores so long as you don’t give away spoilers. That’d be silly now, wouldn’t it. After that, challenge some friends to show them who's boss...
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