Let's go back to ARod's original deal with Texas: 10 years at around $25/per with an opt-out after year seven and at a time when opt-outs were new to the process. When the deal was signed it not only topped anyone else in baseball on a per/yr basis but was way ahead. I don't think anyone else was making even $20/per at the time. And for the first five years or so that gulf remained to the point where I seem to recall teams being even more restrictive with what they'd offer than they were back when his deal was new. After year three, of course, he was dealt to the Yanx with Texas playing a significant portion of the remainder -- some $75 mil IIRC or about three years worth of the remaining seven -- so neither the team that had him nor the one getting him wanted to have that per/year rate on their books going forward. But by year seven the market pendulum started to swing the other way which is why Boras/Rodriguez wanted that clause in there in the first place. Not that they could anticipate exactly when/if the original deal would stop being such an outlier but it's always likely that it will at some point and, as it turned out, they pretty accurately nailed the timing. You'll also recall that Rod did opt to opt-out and did so right in the middle of an ongoing World Series so he could suck all the air out of it just as Steinbrenner used to do with managerial firings if his team wasn't involved in October baseball. I think, left to his own devices, Cashman would have let Rodriguez walk but Hank Steinbrenner, the since-deceased older brother, probably heard George's voice in his head and tacked on a large extension (a completely new contract really) that took ARod to age 41 or so, a new marriage which wound up ending in a very ugly fashion. So, anyway, that's the point of opt-outs from a player's view: if the market doesn't rise you get top salary AND the security of a long-term deal. And if it DOES rise you get to become a FA again at a time when the old ceiling is no longer the ceiling and when you're X number of years younger than you would be when the original deal was due to end.