Try and do a 'Porto model' type game. Buy young, when someone reaches their peak you sell them for massive profits and buy or promote a youngster to replace them and replicate. See how much profit you can make whilst also trying to win things. I enjoyed a save with porto while doing this a lot
Started unemployed, with automatic or Sunday League experience, and start with an awful team and try to win the World Cup or Champions League in under 10 years.
I started once with Lausanne, then a semi-pro team in the Swiss second division and won the World Cup with Brazil 6 seasons later. You can't have a bad season essentially.