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This weekend I actually converted my v5 solo league in the middle of the season. I had no problems. A few player star ratings changed slightly, but none I noticed changed more than half a star one way or the other. Most didn't change at all. The top prospect on my top prospect list pre-conversion (my 20 year old AAA 1B Walter Sundquist) was the same after the conversion.
I was quite pleased how OOTP6 handled the conversion in the middle of the season. I suspect it'd work just as well for you before a new season.
The only problem I've seen so far (and it's not a huge problem) was that one player with less than one year of minor league service (he was just drafted in the ammie draft a month before the conversion) who I traded for before the conversion is now listed as eligible for the Rule V draft. He was just drafted so I don't think that should be. But it's no big deal. I'll just protect him on the 40 man roster. That's the only glitch I've seen so far.
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