Will it happen
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I certainly hope it can happen, and I certainly think it can happen if the front office gets creative.
Again, there is no doubt that Stephen Strasburg feels like a perfect fit in San Diego, and the right guy to help lead a young pitching staff and team into contention.
If ever the Padres front office was going to go out and spend big money on a player (again), this is the time.
You just wonder if them going out and making big splashes with Hosmer and Machado the past two offseasons will hold them back.
Plus, when you consider the fact that Strasburg maybe only has two or three prime years left and the Padres will be stuck with him in his declining years, there’s reason for hesitation.
You’re already likely going to be paying Machado big money for his decline years.
But at the same time, if the Padres have a chance to win over the next three years, then I think you have to go for it now.
In order for them to get Strasburg, they’re going to have to find a way to clear some payroll.
That could mean trying to trade players like Wil Myers and maybe even Hosmer.
The 2020 payroll is already sitting at around $120 million, and it’s hard to see the front office raising that to $150 million to sign Strasburg.
If they can find a way to cut $15-20 million from the payroll, then I think it’s definitely a possibility that they sign Strasburg this offseason.
But with all of the competition out there, I’d put the chances of Strasburg coming to San Diego at about 30 percent.
I still think it’s very possible, and I do think the front office will make a serious attempt to sign him, but a lot would have to happen in order for them to be able to make that deal.