FYI - I havent had time or the money to look into OOTP 2006, but I purchased OOTP5, OOTP6 and OOTP6.5 and have enjoyed them all a lot. Coming from someone who knows little about downloading, installing, unzipping, etc. locating the real player sets along with correct stadiums and player pics was easy for OOTP5-6.5. Also, the learning curve for the earlier OOTP games was very short. While Ive heard that OOTP 2006 is almost too detailed and can be confusing, I would think that you'd be able to pick it up and figure out what you were doing in about an afternoon or evening. Give it a try, its loads of fun.