I always have a tough time defining what a tier 1 and tier 2 player is. I think there's less than 10 superstar position players in the game. There's probably another 10-20 perenial all star types who keep putting up good numbers. I don't consider Johnny Damon to be in either group. I think of him as a good player to have on your team, but not a difference maker. If he's asking for 5/50, I think that's way too much for what he brings to the table (which is good, but not great OBP, some pop, decent speed and above average defense). But he's not great at any one part of the game. Looking at the "similar batters" category on his baseball reference page, it's tough to be impressed. To date, he's probably been more or less fairly compensated, maybe a little overpaid making $7-8m per. But high salaries peaked earlier this decade, when your big time studs were getting $17m (aside from Jeter and Arod) and the 10-15 range was for other studs like Piazza, Tejada or Guerrero. Remember, though, he's past his peak performance years. If you sign him now, you're signing for what he did before, and frankly he didn't do that much. I wouldn't think about $10m per, no matter how many years. 3-5 years at $6m per might accurately reflect what he will give you, while 4/32 would be at the highest peak. And even there I'm not interested in the guy. I pretty much agree with your assessment, though I think he'll still produce for the life of a 4-5 year contract. His worth, like you say, is closer to 4/32 in a fair market, but this offseason has a shortage of talent and many teams in need of a leadoff hitter, so that drives the price up. He's not the best fit for the Cubs, and I doubt the team makes a pitch for him, but wherever he signs, I think he'll provide impact. As far as rating him against the league (tiers or whatever), it depends on the angle you take. If you pit him against all other CF the way all-star selection would, it provides somewhat skewed results, because of the very small number of power hitting CF (Griffey, Jones, Edmonds) that are going to command the attention for different skills. But when you stack him up against other leadoff hitters, only Jeter and Ichiro are comparable (if you assume Brian Roberts and Grady Sizemore come back to earth from 2005 career years) projecting into next year. Jeter is way overpaid, so there is no precedent there. Ichiro is also unique salary-wise. It is hard to find a leadoff hitter that establishes a worth precedent for salary.