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I have found that in the past (been playing in OOTP online leagues regularly since OOTP 3) the key to my winning championships always started by winning the division or the wild card (if applicable) first.
OK that was my "tribute to Madden" statement of the obvious...
But seriously... I think the best chance is a matter of timing. Specifically, timing a number of phenom, quality prospects (at least 8 or 9) to be ready for the call to the majors within a 1 year timespan (from september callup to the following september call up). That way if 5 or 6 of them actually pan out to better than average major league players... you have 3 or 4 years of relatively low cost, high value players at various positions; keeping your payroll low enough to keep any holes filled with FA all-stars talent.
Often this means trading for players to set up the "mature to MLB" date relatively close.
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