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Cashman had to make the Martin move for flexibility purposes. They already have a hole in their rotation they thought would be filled by Cliff. Now what if Pettite retires? That would necessitate a move for a front line starter, and inevitably teams are gonna ask for Montero. I'm not saying they should move him quite yet (if at all), but the Yanks aren't in a great spot, and their current situation calls for as much flexibility as you can get going forward.