We take our regular look through the footballing history books ahead of our next League Two head-to-head on Saturday, to find out which Silkmen have also worn the blue and white of Colchester United.
Macclesfield paid a then-record fee in the Cheshire League of £1,000 for inside-right Pat from Crewe in 1962. A clever ball player who knew where the net was, Pat made over sixty appearances for the Silkmen over two years - scoring thirty-eight times. He left the Moss in 1964 and signed for Colchester for £1,200.
Pat made twenty-one appearances for The U’s during his singular season with the club, before moving back up North to the play for non-league clubs Altrincham, Northwich Vics and Winsford.
Ryan made his senior debut for AFC Wimbledon in 2010 after two years in the Youth team. A few loan spells followed, before he joined Macc in June 2012 on a one-year deal.
Making his debut in August, Ryan scored once for the Silkmen in his solo season with the club.
Following some confusion as to whether he was a free agent or not, Newport County paid Macc a “small compensation fee” for Ryan in summer 2013.
He was to remain at in South Wales until 2015 before moving to Gillingham and then Colchester in 2017.
Ryan made his debut on 5th August 2017 against Accrington Stanley and has now made over one hundred appearances for The U's.
He signed a new two year contract with Colchester back in May 2018.
Subject of a popular post on unofficial Macclesfield Town message board Wraggs to Riches, Scottish forward Denny joined the Silkmen on loan in November 2014.
During his brief spell at the Moss he scored three times before his loan period was cut short by parent club Birmingham, who sent him straight out on loan again to Cheltenham.
Denny left Birmingham in 2016 and signed for Colchester, making thirty appearances before injuring his knee and conducting a loan period with Scottish club St Johnstone.
Released by Colchester in the summer of 2018, Denny then moved to Greenock Morton in the Scottish Championship and is on loan at Stranraer from Falkirk.
Arsenal trainee Isaiah spent time on loan with both Colchester and Macclesfield, albeit at different stages of his career. Breaking into the first time at Arsenal in 1996, chances were few and far between and he went to Colchester on loan in 1997, playing eleven games and scoring five goals.
A stop-start career followed Isaiah’s release from Arsenal in 1998 and he found himself dropping down the leagues in search of regular first team football, heading to the Moss on loan from Grimsby in 2007.
Four games with no goals meant his time with The Silkmen was short and he returned to Blundell Park at the end of the season.
He retired from the professional game in 2014.
Another player we’ve looked at before, Salford lad Michael spent two seasons with Colchester between 2011 and 2013 after being released by newly-regulated Swindon.
He had a frustrating start to his time with The U’s but gained a regular First Team place in his second season, making a total of thirty-six appearances.
U’s fans will most likely remember one of Michael’s two goals for the club well - a thirty yard equaliser against Portsmouth on the stroke of half time in August 2012 that won Goal of the Year at the end of season awards!
Michael joined Macclesfield in July 2018 after three years with Rochdale and two at Morecambe.
Honourable mentions: Steve Brown, Elliott Hewitt, Richard Knight, Efe Sodje, Billy Telford, Brian Westlake