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I had a somewhat similar situation in my league. Well, the main exception is my catcher was a great player but I traded for him and he was looking for an extension after the worst season of his career in Year 1 with me. However, he was a captain, I happened to support his charity idea shortly after trading for him, and he was Extremely Popular locally.
He was looking for a 7 year extension at star level money at age 30. With a young stud catcher still at least 2 years away in the minors, I decided to extend him to a 3 year deal at a little more money. He ended up taking the deal with no problems asked. One of the many reasons I continue to love OOTP, it truly feels like you are negotiating with real people sometimes. I hope he has a bounce back year now and can at least be productive until my prospect is ready.
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