Easy $1,000,000 Contract
When you start WWE 24/7 mode, go on trophy dates as much as possible. This is the quickest and easiest way to earn popularity. Your salary is based on how popular you are. Get your popularity at 100 (or close to it) when your contract expires. The next week you will get your salary notification. Teddy Long or Coach will tell you that you now have a $1 million salary ($20,000 per week).