I won the Brazilian league 3 straight years, Brazilian Cup, Libertadores (UEFA Champs. of South America) twice, and every other cup or league I've been in :p. And then the Confederations Cup, Golden Cup and the Olympics with Brazil!
I manage to have Flamengo with $200mi + Euros in the bank and I take over Milan which had only $47 mi left (they spent a ton of money though), now there's not much left after I bought Daniel Alves for $29mi, a Brazilian D/DM for 15.5 (release fee) and Sávio for 725K from Flamengo. I only paid so much for Alves due to the urgency of the situation, but I was sad to see that Zico changed so much of my dear Flamengo, many players in the reserve squad and transfer listed. One youngster sold for merely 240K, a guy bought for 5mi and I got Sávio but I paid 3 times as much as I could have because it was a steal, despite him being 35. Anyway, I might not continue the save and go back to how it was before I accepted the job, still thinking about it!