Hi Darren,
Wow - sounds like a big and complicated ask, but also sounds like a great addition to the game !
People will really only know the record of Manager's when they were at their own club. I therefore think it would be easier for you to get a list of all the League and cup winners first, and then ask everyone to fill in who the Managers were. If you PM me your e-mail address, I'll scan in and send to you a historical list of League and Cup Winners from the last FAI Year book (roughly 2000). Filling in the rest of the title winners since then won't be hard.
For the record, Derry City's successes have been as follows :
Premier League 1989 - Jim Mc Laughlin
FAI Cup 1989 - Jim McLaughlin
Premier League 1997 - Felix Healy
FAI Cup - 2002 - Kevin Mahon (NB : There were 2 cup finals/winners that year, due to change to Summer Soccer).
FAI Cup 1995 - Shamefully, I can't remember if it was Roy Coyle or not !! (blame the drink in the following 9 years...)
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