FM 2007 - League Cup with Everton
FM 2008 - FA Trophy with Basingstoke
FM 2009 - League Cup with Everton
FM 2010 - FA Cup with Everton
FM 2011 - FA Cup With Everton
I pretty much only ever start with Everton or Basingstoke
really can't remember to be honest.
but FM11, I took ages to actually get into the game, so my first was the SPL with rangers and have won it now three times on the trot xD not that it's the biggest challenge :L
FM 2010 - CIS + Scottish Cup Double as Hibernian - First Season
FM 2011 - Yet to win anything but FA, League Cup Finalists, PL Runners-Up and Champions League Finalists as Arsenal... they are cursed to be trophyless i swear.
mine was in fm 10 won blue square north with chester my local team! got them to league 1 then got bored sadly i miss them on fm11!
This time on fm 11 was the league cup with tottenham ended up doing the domestic treble 1st season now the expectations are a tad higher 2nd time round lol