The Reds' CEO is due to step down next summer.
He was the man who sanctioned big-money moves for Mario Balotelli and Lazar Markovic amongst others, and urged supporters to "study the facts" over a proposed ticket-price hike which his seniors later reversed, before apologetically admitting: "we got it wrong".
Now, it's been announced via the Liverpool website that red-faced (in more ways than one) CEO Ian Ayre is to leave his post - albeit not until the summer of 2017, when his £1.2million-a-year contract (per the Independent) is due to expire.
Ayre, who was chief executive and chairman of Huddersfield Town before returning to the city of his birth, initially arrived at Anfield in 2007 as the Reds' commercial director, going on to become managing director and finally, landing his current role.
The Independent credits Ayre with securing Liverpool's lucrative shirt sponsorship with Standard Chartered, and cites this as being instrumental towards him landing the top job, while Fenway Sports Group, the Reds' owners, describe him as having transformed Liverpool from a club the brink of bankruptcy to one which "enjoys strong financial and operational health".
But in the eyes of the fans at least, that won't ever be the 52-year-old's legacy - as outlined below...
Ian Ayre leaving might possibly mean we sign our number one target instead of player 3,742 down the list.— Aadam (@aadambirmingham) March 14, 2016
Best news I have had today.Ian Ayre stepping down as CEO, at last someone has sense. This guy has not done anything apart from go on holiday— imran (@m_ani786) March 14, 2016
I'm hoping Ian Ayre's departure from Liverpool doesn't fall through at the last minute #LFC— lee doran (@leedoran84) March 14, 2016
Ian Ayre is leaving in 2017, this is not a drill. This is happening #LFC— Liam Grimshaw (@LiamGrimshaw) March 14, 2016
bye bye ian ayre #lfc the guy who broke up all the supporters clubs to sell packages to fans abroad then don't spend the money on players— James Muddiman (@JKMartwork) March 14, 2016
See you later Ian Ayre, only 2 more transfer windows for you to massively cock up, July 2017 can't come soon enough for LFC!— Shaun (: (@SomeLankyMan) March 14, 2016
Ian Ayre leaving next year, what a time to be alive— Ben Wilson (@Ben_Wilson753) March 14, 2016
I for one am pleased to see the back of Ian Ayre,s red face and tight perm. BYE BYE maybe we cab purchase QUALITY now— Nathan Roberts (@nath1986_v) March 14, 2016
Wait, this doesn't belong here...