I recently purchased my 2004 s60. Within the first few days I noticed a small spot after parking my car over night. It has been a month and it now leaks quite a bit every night. After putting a cardboard box down I have been able to see that it is a red, oil like fluid and assume that is my transmission fluid. It seems to be leaking in multiple spots, not just in one place. Has anyone had this problem before? Does anyone have an estimation in the price of repairs? Is this a big problem?

No transmission leak is ever good. You are going to have to pinpoint where it is coming from however. I would clean the area off and watch it with the car running, its your best bet at finding the source.