CSF77
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I don't disagree with any of that but I guess my issue is if you're the Cubs what would you offer? To me 5/$180 which might get it done is too much, so do you go 5/$150? I'm still wary there to be honest but Boras got Ian friggin' Kennedy 5/$70 and he profiles as a #5 starter, you'd have to figure Boras, who negotiated that deal, would be looking for more than double at the very least. Johnny Cueto is an interesting comp and he got 6/$130 with an opt out. Cueto was 2 years younger when he signed that deal but that really only pertains to the years. If Jake has a great season say 200 innings, an ERA and/or FIP in the 2-3 range and comparable K/9 and BB/9 as his career numbers he's going to get $27-$30 mil AAV, only the years are in question. So back to what he would take right now to put the risk on the Cubs instead of himself? A buyout of the last year of arb at $20 mil and then 5/$150? The other thing is who will be out there besides Arrieta. If Cueto has a above average to great year he will opt out and he'll be getting similar offers, maybe a touch less. Yu Darvish maybe just under that if he's healthy and productive for an entire season. It's really difficult decision for both the Cubs and Arrieta.
25 mil AAV is a fair Comp for him. It is a shade under Lester's AAV. But Lester came in younger and more accomplished.