I'm not saying you don't sign with your teams if that's what you want, but I'd hit the market first. Say LA is all set to give Kershaw 7/$250 mil but Philadelphia comes in and offers him $280mil. He can probably got to LA and say "I'm ready to sign $270 mil please" and they pay up so he gets the best of both worlds. Let the market set your price, if you're dealing with LA you still go where you want. Keuchel is a different case, the Astros can't afford his max value so I don't think he signs there.
Strasburg was a whole different thing. He was an oft injured pitcher who managed to get within about 10% of market value with two opt outs and didn't have to go through the process. Also he was set to become a FA last year when most of the big market teams were known to be sitting the season out, at least for the most part. The Yankees signed Chapman but didn't sign starting pitching and neither the Cubs or Dodgers were inking anybody to $200 mil deals so there was a chance, much like this year, that he wouldn't even get what he asking for and don't think Boras didn't know that.
All that said you never know what's going to happen. Kershaw could be injured again and not opt out instead agreeing to a more modest extension. Keuchel could also could also have a down year. My point was that if I'm Darvish or Arrieta I'm not risking that especially at their ages. Instead I'm holding on to my dollar figure in my head and holding out and until someone offers me something close enough to it to make the rest of the process no longer worth it.
The Philadelphia scenario doesn’t work. Kershaw is on a team built to win now and he is at the peak of his career. He has not won it all. A guy like him has to think that his time is short and age is working against him.
Philadelphia would have to prove that they are compatible to WAS before Shaw would sign.
We saw that here with the he whole E-Jax Situation. He was a panic move after failing to lure Sanchez.
The reality is if you suck it don’t matter if you have the most cash to toss. A smart team builds the core first then uses it to lure F/A’s. Honestly Lester was not a 100% thing at all. Even with him it took Jake’s cy-young and KB putting up ROY stats to make that turn around.
Honestly I believe it was signing Joe that pushed the lever. Guys want to play for him.
So Philli? I honestly don’t think they will be players with WAS in division. They are better off building a staff around Nola first then signing guys when they meet success.
Cash lure is a fiction. Most of these guys look at opertunites for success vs cash in the bank. These guys are going to get paid regardless and 150 to 180 mil is still 150 to 180 mil. The fact that they are up to that dollar amount most guys are content with. Squabbling over 5 mil per year becomes superficial.