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It sounds like you would do really well reading Section 19 of the game manual, Roster Rules & Management. I have read through the manual twice, but I am currently reviewing that particular section for the third time as I start up a new league after having taken an OOTP hiatus for a while. I cannot stress strongly enough how helpful that section was in helping me understand the finer points of roster management. The guy who wrote that manual, BTW, was a volunteer at the time (he has since been hired by OOTP). Just remarkable.
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