I've got a strange one going now:
Started out as England manager, took them on a long unbeaten run which included winning the 2010 World Cup... Tried to develop younger English talent like Shevley, Rodwell and Shawcross and it worked to great success.
I then took the team on Euro qualifying, to fantastic success again, but I was offered a job at AC Milan.
I'm not a fan of managing a national team and a club team unless I play in the same country... So I quit the England job to join AC Milan.
I didn't do much research, but it turned out they were 17th with 14 games to go, with a Europa League run and Italian cup run still in effect... The team was in shambles: They blew nearly 35 million on Evra who had a shocking 6.24 average since he'd joined, and alot of aging, ailing players.
Huntelaar and Pato were having good seasons but they didn't get the supply, though Pato ended the year with 30 goals in all competitions, he still didn't have a good match rating: 7.19
Ended up saving Milan from embarassment and got them up to 13th, established a few good young players into the system and maxed out my transfer kitty (The squad will come up)
I decided to take a big risk: Totally revamp the squad and risk another poor season (And maybe my job) to establish the future of the club... It's now January 2013, i'm 4th in the league and trying to still figure out my best formation... I've mixed with 4-4-2, 4-2-3-1 with 2 DM, 4-5-1 with 1 DM, and 4-3-3 with 1 DM and 2 AM on the wings.
Nothing has been horribly successful and it's shown in the league, and my lack of goals... I'm 4th but my GD is only +7
Rene Adler (Signed from Leverkusen for 23.5m)
Brad Guzan (Transfer to Udinese on July 1st)
Rod Fanni (Was the starting RB when I joined, not a very good player)
Fillipo Romano (Signed for 20m from Lazio, only 18 but a player with 4 star potential and can play any position in the back 8)
Mike Albertazzi (D LC with good pace and marking ability, only 22 and an Italy regular)
Mamadou Sakho (Signed for 19.75m from PSG but hasn't hit his peak yet)
Oguchi Onyewu (Plays RB more than CB but is still a regular off the bench for me)
Kyriakos Papadopolous (20 year old Greek CB with good potential but shit cuttent ability)
Thiago Silva (Absolutely horrible defender, shocking how bad he plays in my system and he will be sold)
Vincent Kompany (Loaned from City, basically just for insurance)
Patrice Evra (Over-paid and over-rated now, 31 and losing his skill, at 180k a week the past Milan folks have totally balked)
Kwadwo Asamoah (Signed from fellow under-achievers Udinese for 23.5m, currently gets regular time at CM, DM and LM)
Andrea Pirlo (At 33 he still has lots to offer, but is running out of time)
Facando Bertoglio (On his way out)
Yoann Gourcuff (40 Million persuaded him from France, but he's not really hit his stride in his return to Italy)
Nani (Lost his career after a move from United to Villarreal, but is so far my best signing at only 5.5m)
Gabriel Obertan (Bought from United for 4.7m, he's been a good spark off the bench and had a team high 6 assists)
Renato Augusto (Was available after requesting a transfer, a bidding war ended at 14.25m, not really been good for me)
Pato (First half-season was awesome, since he's suffered from fitness issues and poor form)
Rafael Van Der Vaart (For 2.3m it seemed like a steal, but he's not reached his attributes whatsoever, and might be spun for profit)
Sergio Canales (Shocking good on paper, but poor on the pitch, can't decide if I should play him as his adopted striker position, or on midfield... Amazing attributes, but horrible under-performing for 26m)
Klass-Jan Huntelaar (Has been my best player this season but demanded a transfer come January... he's mine until July when he leaves for Juve for 18m)
Romelu Lukaku (For 16m he seems like a steal, hasn't played yet as he joined and picked up a knock, but I hold high hopes for the lad)
Federico Macheda (On loan from United with a 7m future fee, he's scored 1 in 3 and has been a good support striker, contemplating accessing the clause)
Yaya Sanogo (19 year old french striker who has come through the Milan system, good pace off the bench but lacks focus)
The squad seems fantastic but there's no "click" yet... too many moves maybe? I just hope the board gives me the time to build this team to its potential, which I hopefully will achieve and compete for CL places this season.