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Worth: 100G

This is most easily done by starting a two player GM career. With control of both shows, you can easily sabotage the competition. Have them sign all the big names to 1 year contracts and trade them for the least popular wrestlers on 5 week contracts. You will have saved loads of money and will bankrupt the other show. Once you have done this, you can breeze through the year by enabling the automated cards and just simulating them all.