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Needless to say, Macclesfield Town are nowhere near the biggest spenders currently playing their football in the English fourth tier. Of course, they are also still quite fresh, having been in League Two for only two years running now following their promotion in 2017/18. But looking at their transfer business, while it is fairly recent, the figures are probably not as impressive as with some of the other clubs in the league.
Interestingly enough, back in 2004/05, they set a new club record when they signed Danny Swailes from Bury FC for a reported sum of £45,000. And while that may not be the most impressive figure out there, they would surpass it fairly quickly.
In 2006/07 Isaiah Rankin joined Macclesfield Town from Grimsby Town for £68,000 – a sum that would remain untouched to this very day, almost 15 years into the future. The O’s did manage to equal it in 2011/12, however, it has to be said.
Another forward, George Donnelly, joined them from Fleetwood Town that year and he and Rankin are now the top two most expensive signings in the club’s history and both have arrived for the same price. With that being said, their biggest departures are far more lucrative, to say the least.
The sale of Rickie Lambert to Stockport County in 2002/03 for £405,000 remains the biggest piece of business they have ever done and, if we’re being honest, it’s likely to stay that way for quite a while too.
Lambert is followed by Shaun Brisley for £338,000 from Peterborough and Jon Parkin from Hull City for £270,000 as the number two and number three on the list respectively.
Times may be tough right now but the O’s were at the peak of their powers back in the ‘90s. And those were also the times of heroes, icons and big transfers. Even though he joined even earlier than that, John Askey definitely deserves a shout as one of the transfers that tipped the scales in their favour.
But moving a bit further forward, we have the likes of Matthew Tipton, whose signing looked to be a failure only for him to step things up the second time around, or Parkin, a legend whose transfer away to Hull was a loss of a ‘Beast’ despite a shaky start.
Another free transfer turned into success was also the one of Kevin McIntyre, who went through thick and thin with the O’s, enjoying the glory days but also suffering through the dark times as well. He definitely deserves a place on the list as one of the signing that turned out to be quite famous after all.