Looking for Upside in the Tanaka Contract
I was on vacation last week, so in my absence, Jeff Sullivan handled the write-ups relating to Masahiro Tanaka signing with the Yankees. When the news broke on Wednesday, he wrote a couple of posts about it, and in typical Jeff Sullivan fashion, the second post was explicitly “not an evaluation of the Masahiro Tanaka contract.” Jeff’s takes are smart and nuanced, and you should read them, but I also think the Tanaka contract is worth an evaluation, especially because it is so different from most free agent contracts.
In general, most free agent deals are not that difficult to evaluate. The majority of free agents are already on the downside of their career, so there’s a tension in the negotiations between the player trying to get as many years as possible and the team trying to limit their obligations to an aging player who is expected to be get worse in every subsequent season. In recent years, it seems that negotiations have mostly shifted away from bidding in annual average value into almost entirely bidding on years, where the signing team is the one who guarantees one year more than the rest of the bidders. Negotiations for free agents can be pretty accurately described as a push and pull between teams and players over the number of guaranteed years the player is going to receive, with most everything else being secondary to that agreement.

