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I usually scan the league files at the season end. Haven't seen it happen after I adjusted the start dates though.
Pretty simple - league with 100 games and a league with 154 games. Make sure both schedules end on the same date. Both leagues should have free agency start on the same day, so players will be treated as free agents in every league.
What I see as a potential problem is League A's season ends on 7/1, League B ends on 9/15 and League C ends on 10/1. Free agency starts a month after the end of the respective league's seasons.
A player from League A signs a 1-year contract with League C on 8/4 and plays the rest of the season. IMO, he should become a free agent. A player from League B signs a 1-year contract with League C on 10/19. He should not become a free agent as he has not played any games in League C.
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