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It's turning into a spam-posting day for me I guess. It depends on what your goals are really. I don't think there's any reason not to convert him when he reaches 5 or whatever you want your trainer to be. Sooner you do it the sooner you open up a spot for another up-and-coming player. I try to keep some years in between my players so that Sri Lanka will always have a couple of players who at least fairly close to their prime to let keep pushing as hard as possible in the WTC, but unless there's some particular timing thing like that you are waiting on I would think as soon as the player is ready is the right time to go.
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