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When I was playing as the Padres earlier in OOTP 19, I was able to sign both Tatis, Jr. and Luis Urias to matching 10 year deals before they ever played in the MLB. You wont be able to do this with every player though. Some players dont take long term extensions early in their careers or at all. It's a part of the game. And I've seen OOTP AI GM's extend their young stars plenty, going back to the first OOTP I ever played, which was OOTP 16.
The stealing thing really annoys me too though
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